SCIENTIFIC ABSTRACT HEROUT, V. - HEROUT, V.

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• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R000618020001-3
• Release Decision: RIF
• Original Classification: S
• Document Page Count: 100
• Document Creation Date: November 2, 2016
• Document Release Date: August 10, 2001
• Sequence Number: 1
• Publication Date: December 31, 1967
• Content Type: SCIENTIFIC ABSTRACT

SUCHY, M.; a-TOUT, V.; SORM, F.
On 'ierpenvs. Pt. 154 'Coll Cz Chem 28 no.7r1715-1719 J1 163.
1. Institute of Organic Chemistry and Biochemistry, Czechool6vak
Academy of Sciences, Prague.

HMUT, V.
"Chemotaxonomy of plants" by R. Hegnauer. Vol.1 Reviewed by
V. Herout. Chem listy 57 no.6:659--W Je '63-

KFJEPINSKY.J.; R%WTUK,M.; HMOUT,V.; SCHM.T.
On terpenes.Pt.156. GoU Cz Ghem 28 no.1123122-3128 9163,
1e, Institute of Organic Chemistry and Biochemistry, Cmecho-
elovak Acadwy of Sclances, Prague*

ERBEN, Josef, GROH, Jindrich., IZMKY, Radovan; SVABj, Jozef; aRWTj,
V2adimir; NOZICKA, Idenek; KVAMICKA, Jiri; RUMS, Vladimir,
&kWICKOTA, EVa. Teabnicka spoluprace :SCHRWIOM, A.
Primary aldoeteraniam in adrenal cortex carcinoma. II. Sborn.
ved. prac. lek. fak. MLrlov, univ, (Hrade Kralw) 6 now5t
suppl.&601-607 161
1e I. interni klinika (prednestat prof. IWW. Fe Cernik);
Urologicka klinika (prednostat doc. Mr. Jozef Byab); Pato-
logicko-anatomicky ustaw (predmostat DrSc. prof. MUDr. A.
Fingerland) Karlova universita v Hradei Kralove.

lTqz'CC, J.; JCNAS, T.;
. M, ~'.
. , V. ; SOR
(;n tirpenes, Pt, 15" ~ Coll Cz Cher. 29 no-2:53~)-~Ic5(i F ' 64.
1. lnbtitut,.. of 'Organic Chenistry nnd Cz-hoslovak
Academy of :,:, Lencen, Prngua.

NOV,'~IIIY , L. ; if i,:-*"')'IU" T , V.; F.
On terpenee. rs. 167,168. Cr-11. Cz herp -'-'9 S 164.
i. Institute of Organic Chemistry and Bi-w bem,".3 try, Glze~,hoslovak
Academy of Stziences, Prague. 2. Member, Idvisorv Board, "Col-le:~tior.
,-.)f Czechoslovak Cnemicai Gonmuniea-tlor& (for florout,'. 3. Chairmam,
Advisory Board, ~ Collection of Czeehos;,-1vek Gheml.ca.L rmmmicatiow"
(for Sorm).

FIALA, 0.; VAVR1NA, J.; IfFROUTI-V.
Effect of synovial fluid and the synovial membrane on an
osteocartilaginoxi-b graft. Acta chir. orthop. traum. cech. 31
no.1:11-17 F 164.
1. Ortopedicka klinika lekarske fakulty Karlovy University v
Bradc! Kralove (prednosta prof. dr. J. Vavrda) a Ustav patologicke
anatcmie lekarske fakulty Karlovy University v Hradci Kralove
(prednosta prof. dr. A. Fingerland, DrSc.).

FIALA, 0.; KROUSKY, J.; HEROUT, V.
VaBcularization and regeneration of autogenous and homogenous
bone cartilage grafts. Acta. chir. orthop. traum. Cech. 321
60-68 F165.
1. Ortopedicka klinika (prebosta: prof.dr. J. Vavrda). Ustav
patologicke anatomie (prednostat prof. dr. A. fthipr1and, DrSc.)
lekarske fakulty Karlovy University v Hradni Kralove.

BLAHA, K,; HEROUT, V.
Report of the 3d International Symposium on thr ~hemiotry
of Natural Substances held in Kyoto. Chem listy j8 no.11.
1363-1366 N 164.

J!
K REP! NS9KY , -~ . ; .',, ~,; , '.". iL, I ftc,:': 11 ; 'Z "'CINK OVA , F'. ; HLAY11 "p j .
I
Or, terpenes. Ft.172. Coll Cz Cherr, 30 nr,.2: 553-558 F 6-5.
1. Institute of Organic Chemistry and Biochemistry of the
Czechoslovak Acad;my of Sciences, Prague. Submitts,,d December
29,1963. 2. Present address: Moskovskiy Institut tonkoy
khimicheskoy tekhnologii M.V.Lomonosova, Moscow (for Zvork~-)va).

H".7:'k1!T' V,
Transplantaticri of ~mee Ju-'at. (Esperimental sL-u-Jvj. Pcta chir.
plast. (Praha) 7 110-3:199-220 161.
J.. Orthopedic Clinic, Medical Faculty, Charleo Univer,13ity,
Hvidec Kralove (Czechoslovakia) (Director: Pro.f. Jaroilav
Vnvrda, I.I.D.) and 1notitute of Pathology, Fami"Ity,
Gl-arles U.-dversity (Director: Prof. Antonin Fingorland, M.D.,
i1r.sc.).

3z'
c., r,- c, n n inc) r,,nc
IA)karske akul.'U.v v K-r7-ticni5 (pretchlosta f
Flngerln.n~' r.

ISOURM CODE; &Z/605~' C)14/,(14/:-~~77, 0277
AUTHOR: Hradsky, M.; Pribor5ky,, Sinvek, J.; Kozak, J.
ORG: First Clinic of Internal. Medicinep Faculty Hospital, f1rarjec Kralove (I. int6q
klinika fakultni nemocnice); Institute of Pathological Anatomy, Faculty Hospitalp
Hradec Kralove (Patologicko-anatomicky ustav fakultni nemocnice); Surgical Clinic,
Faculty Hospital, Hradec Kralove (Chirurgicka k-linika fakultni nemocnice)
TITLE: Effect of gastric cooling on changes in the gastric mucosa [This paper was
presented during Biophysical Days, Brno, 12 Jun 64-1
SOURCE: Ceskoslovenska fysiologie, v. 14, no- 4, 1965, 277
TOPIC TAGS: dog,, digestive system, animal physiology, cooling
ABSTRACT: Description of method, apparatus and recording procedure for study of
the effects of gastric cooling in dogs. In the 3 does so far studied by gastric
freezing for up to 60 minutes, comprehensively observed as to gastria mucosal
condition before as well as one month after cooling, no adverse morphological changes
were found by histological examination. 9PRS-7
SUB CODE: 06 SUBM DATE: none / M If REF *. 002

IfERCtIT, Vliidiw~lr; VAGFA, Kar,61
%berculosis in the adenomyr3ma of the utprui;. Sborn. Yod. prac.
lak. fak. Karlov. Univ. 8 nool+:427-431 1 65.
1. Patologicko-anatomicky ustav (prednosta: prof. MUDr.
P. Fingerland, th-Se.) P, Gynekologicko-porodnicka klinika
(prediiosta~ prof. Mr. K. Vacha, thic.). Karlovy University
v Hradci Kralove.

IMRCUT, Vladimir; VC111DRACKOVA, Anra; SATIDA, Zdanek; jiri,;
PEOW7, Miroslal-.
Fatal herpetic encephalitis. Anatomical and virclogical fi-ndings.
Sbvrn. ved. prac. lek. fak. Karlov. UnIv. 8 no.4i433-442 165.
1. flatologicko-anatomicky ustav (precbiosta: prof. R.-Ir.
A. Fingerland , DrSc.).; Ustav lekarske mikrobiologie (pro*-
nosta., MUDr. 0. Vejbora); Interni oddelent nemocnice 7 AcIne
(Prednosta.- doe. MUDr. T. Sanda, Me.) a Inrokcni klinka
(prednosta., prof. MUDr. J. Ondracok) Karlovy University Y
Hradci Kralove.

'P
F IA 1A t U.; IN.""JI, I , V.
Effect of fus-ing autogenous aad homrigeriuis
grafts and their vasculurizntlon and regcraruntion. Acta -chir.
orthop. traum. Cach. 32 110-5:409-421 0 165.
1. Ortopedicka klinika (prednostq prof. dr. .1. 7uvmia' a k1stav
patolofficke anatomie (prednosta prof. dr. A. Fin-erland.. DrSc.)
lokarsk,) fakulty Karlovy Urilver4ity v Bradc', Krakv*..

HfRour,
T
43
UMOVIS V WM
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CZECHOELOVAXIA
HBROUTP Ve BAMSEKp A; ROMANUK, M
Institute of Organic Chemiatry and Biochemistrys
Czechoslovak Academy of Sciences, Pragks - (for al3j~-
Banassek visiting scientist from Department of Organic
Chemistry, University of Warsaw# Poland (Katedra chemli
organieznejp Universytet Warszawki, Poland)
Prague,, Collection of Czechoslovak Chemical Pp
No 7, July 196bp PP 3012-3015
"On terpeneso Part 180s On the problem of Identity
of'8-cadineneo"

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llinsittly a cyckpolonamms . The oxido Ill", CiiijAh, tit
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tions The foutiflatsucoul 11 losoldr elves a 4th froomfoW.. CIJI"
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irmacarboosme, tit. 110-41*~ The outfaced Tectrommu, of V1
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the litrwricir Ili it CrOphrlit4romir rifle. I hvkI T"I

Torposs". W. Trqwnic and "I'll
kairbomig h- bergamot oil. V. flemi. Vm'=kbz*m_
N'trant, and F. &win (Tech. Univ., Pralgist). Cd4trijols
Civeh. CAstar. Comasmat. 13, 37.1-NKIP.Algin Fuglish), c(.
C.A. 45 MICA.- 11,fgatunt oil (INNI K.) dIR (I KM M
I -48S4. fell? Z1.4". qA;xmI. 1141. 97, 6%. at ittily
distd. through a 40-Platc tolunin gave 6S) 9. hylitrombsism
(1). bo 40-415", Pill g. 1&1". -111-1 tillanvi arttale. bit W96',
Irne as the residue. I ols redi.ta. gave as the principal
J'Amfurtis: 32 a. _pinciw. Iss. 413-51% d:ss J)J"' WIV
-10.4. whkb was oiddilctl with KNInO. Pinonic acid
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,I:- n.M42;4. 1.1j" MIA% hnse (effabrustsi.le, sit.
.lit' 7CM, (CIICII, c -IJII I, was convetted back to IV. (1,-,
%V 1.47211, 1.1V IMill. Ill witi chratinsilugraphi-
rally purified an AIICh anti hydrogerstatecl over Adam Pt its
glacial AcOll. &all the product card. with ether and ditild.
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A W, .
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I IL'"11 In SL,,Inilt,

SON, F.; VXUS, K.; EMUT. V.
On terpenes. Part 36. 2%s constitution of calmenene Eia Anglish with
sumary in Russian]. Sbor.Chakh.khim.rab. 18 no.1:106-115 F '53.
(K[aA 7:6)
1. Central Chemical Research Institute. Prague.
(SesqmIterpenes)

BORK, F.; ZAORAL, M. I HWWUT T.
'L,"
~' I 'T-N - " -
On terpense. Part 38. On tho constitution of natural binabolol and
bisabolol monoxide from matricarla oil [with sumary In Anglish).
3bor.Ch*kh.khlu.r&b. 28 no.1;116-121 F 133. '(KM 7t6)
1. Ceatral Chemical Research Institute. Prague.
(Bisabolol) (MatrIcarla oil)

HUOUT, V.; ZAOHA , K.; SON, F.
........ ~4
On terpenes. Part 39. Synthesis of two tatrahydrobisabolole [with summary
in Ingliehl. Sbor.Ch~kh.khIm.rab. 18 no.l:ln-126 If '53. (KEaA 7:6)
1. Central Chemical Research Institute, Prague.
(Bleabolol) (Ustricarla oil)

SORM, Y.; MAN, Z.; HEMUT, V.; RASKOVA, H.
Isolation speamolytically active substance rrou KatrIcaria chamomills.
L. [with su~ry In BaglIsh]. Sbor.Chekh.khIz.r&b. 18 no.1:127-130 Ir '53.
(NLRA 7:6)
1. Central Chemical Research Institute. Praame. 2. lastitute of Pbar.-,
sacology of the liedical Faculty. Charles University, Pr%gus.
(Matkicaria oil) (Plavones)

HIMUT, V.; BENESOVA,, V., PLIVA,, J.
On terpeneB. Part 41. The sesquiterpenes of ginger oil [with summary in
English]. Sbor.Chekh.khim.rab. 18 no.2:248-256 Ap 153. (MIRA 7:6)
1. Central Chemical Research Institute. Prague.
(Sesquiterpones) (Gingerol)

HEq0UT V
17069 On Terpemett. XLIIL Infra"4 jav"Ilmadeft of
(English.) L F
lfvafV. lterouL'B. �Ehqg0&
an colkct(on of GwchovMv- arUNIRRI t;oww-wnms-
IImw-7-v-.rF,-no. 4. Aug. 1953, p. M311.
Infra-red spectra of cadinanes, tetrahydrolsozingibere" MIA
calacorane show that these hydrocarbons differ fivwn each'adw
merely In their.spatial conliguration. Tables, graphs. 22 ref.
------- - 17-

IMROUT. V., SORM, F.
CORPOnOntb Of wOrKwOOd (Artemissia absinthium L.) and the isolation
of a crystalline pro-chamsulogenogen Lin Tnglish with summary in
Russianj. Sbor.Chakh.Wa.rab. 18 no.6:854-869 D 15). (MURA 7:0)
1. Department of Natural Substances, Institute of Orpnic Chemistry,
Czechoslovak Academy of Science. Prague. (wormwood) (Chamazulogen)

HEROUT, Y.; KOLOS. T.; FLIYA, J.
F.
Terpe.nes. Part 49. Sesquiterpenes of the cadinene type In Javanese
citronalla oil [abstract; In Hnglish]. Sbor.Chekh.khIm.r&b. 18 no.6:
886 1) '53. (MIRA 7:6)
1. Departnent of Natural Substances, Institute of Organie Chenistry,
Czechoslovak Acadeny of Science, Prague. (Cadinene)

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It
"I'l
(1) contr,%dicts the Rurkka- van Veen formula (C.A. 24.
#107) of etemol (H)
Dchydrogenation of Al-i from 1.5 1
12 mi. ofx-Oul
L
and L)
.

1
M ! Inin't Y;
t
t ph
j
(111) to 1-incthyt-
,41-dibm-pr
YUK"tere (IV) proves that V
a
h
lohmi;61, ho -1) 1 1h
37
I lia,; (lm ekeleton of e
r
3,v IW154. whWh *a"ollbs""IR it-.%
acuum, distri. was chromat6j
oil by %
pphed and putifitli
to 0.03 it. X. No 101-04
du OJ? 217
04%

through its phenylarethan. as. 111-12.
. to give pure U. M. ,
,
t
a tel
M) %vm' NY flit
52.5-3.P. Dcb~dratioo of 4Q,C. fdrahydrli~ll (obtained by
hydrogenation of 11 over PtO,) by heating with 220 c. 85%
W% 0.012 6. Isu 1.4M.143A, 1 1.

HCO,:R I hr. on the stearn both save, aft!~ chrom%to phv

129-30*
111
d di
t
31
b
ti
2
Ffl
H
1
d min. With ho,-PrLi. p 2.8 ri ti -.41
11:0d. from
FTCI, gave 3,5,gi
an
s
n.,
.
ea
.
an
S.
a
ng
,
C.
0.05 g. S 7 tn. at 180'~-240* gave 0 9- IV bt 1001-69 1
Pt. , 6 70,81 .. Thl~2 ims ddhyeimiied Ilic,
4"
ftheciom
tOW-W 4EM
I'll,
i
d,* 0,8M, al 1.4945. Quant. azo-h-tiou of Indicated .
I
7
Pl
u
withSat M-24(r
0
1.90 double bandg. refluxing 7
.
.
,
IAM. L1. The coulpoWan *f the CL iril
21-g- 2,2411nethyleyclohexatione In 210 tal. CM with 37.2 ~cqnutionkittiqn. It,

Herout
'
47
1
l u
g. Xbron osuccitilmide usider Itraviclet
l
l i
C=14.dl:
Aj 4. - CA 4 of ~
z I a " fa r- of I ~ x I
-e, in-
off-ttao
inin. gave 37 g. 2,2-dimethyl-6-br(im-Yc
Mi.ilv-7* (froni pelt. ctlict); the dchydrotirmination of
basis d all knotti data lin thc it M.Oritat Oil
71
which (35 g.) with 2i-70 nil. collidine gave 11.9 C. 2.2-di- VuLlent am itA derivs., oi, the has[s. OCCI Ith
inethyl4kydoliextumic IVI), b. 175-92- (decampli,). rdr!
znd of Infrared, specim detnq., tht 0
Refluxing I lir. 11.9 g. VI with a Wn. obtained frotril 10.7 9. Chamazukrie.
' 1
("
Mg and 3 LA g. iso-PrO in EtO gave. by way Of the Tevii-
1;',7-8*
24hadh34-54SOArlip *)Wla-
carbazo
in
22
2
e
2 ted. LH. The structure
of I
1-firmlav, H&II) - aad ~Vlasi *Ae dtEs
ithl it
.
.
n
.
g.
,
,
VII Lixty 47, G,d1rrj (h4i :k~%
0.03 g.) ill petr. Wier refluxed I hr. xvith a soln. of sec- Communs. 19.; 1,15.-40095,lXfn ( ',irl ill!
BuLi madc front I.., g. Li mixf 12 lilt. sec-DuCl. gave. after (1). the bitter pt hitiple. of th. font Cif 1, t' 01r,
chromatosmPhy, 0.0 g. is a diester alf andie ecill alid Aisertil QQ 41
cyctoiiexanal, bl.6 9841% the dehydration of which with a bicyclic tctrahydrnxy- ketufle. Oqt of tj o r,
IFCO'If yil~lclcd bound to three litighbodult Afonvl~ Siulla t(
'e.fie (Vill), ble 10.5-3". Itydrogenmdonol In AcOll aver C alotill in seine otkt I)-.Irt of flit ril?j. 1! 4;(
llt(l~ gave 1. d-o 0.8412, n' 'I L-1001. Dehydrogenation of
at ISO-240") gave a conifid. dhtg. at 27
Vill with S (7 lits ether O.W.. ni. It, lal"! 1101. lll'bI4 1.1k it]
drogitnated over 110 in Ac.-014 pvc;41-vrl~
. a
l
't"O
mi. 1.2 N Bn(Q&fc)l n 0 lilt. 1froll-a
, fill fit
I t+ 3. 1
.14
obi 4q, if al
n. . ilWstc:
Of Lh
ON"'r
63 *11w":
A
."' ~ lXiii. Q()
J'i' il
. ii ';
0141
by 9flngo
Ili
.11 17T
xM?l 4441. hy,~
rrefil "I
.41 t-'
p.i ~'-tvr'

AN'

-
4
2
.4 0"C411 It
';
ate
,
VAII
I I V C
MUM, h# 1
6
0-1. 40 i- C (If40i4r)i0FkWM
, all 6 r, ' ~ I
1 .
htv. with 6
13
8 lm* in a 1440 1,4a lain.
V
Ill 14'4 . Hn~lni vl 4
rq
.
.
'o U kant 1, 11 f,
36410/0 1. 1 " , thl ISO 410. M
) A 1.916-41-A IW
and Vidstimil It Itri
4-4j~1
e
(11
1
l
A
lm
waq treated with S 1 11 30 141f. Ciff,, file kJIV4141t
x artirl
f 0
(of.
fl?
,
A
(or Iterafaga
l

~v:pd- in vactio. the c-3tcr acid chftlrldl~qlk. with cirle milti -Ill y~,jzjr
onflelfm'4 n* 74,11,111apel-,yr, I.,j.Iilqj .11. ~,j bV l4rtld
affifed to a b-nerne ola. of 1.23 ~qtjiv - MerN to give., after '11~rwh ti-aliff'll't"ll I lo 4i'llitrater;t 11~-
lteMing 10 min., decomp-n. %vith IW, 14,SCit, miul ether L4cmi,atliC11211 (jig) v1so L-elitilp to theju'Ji"w (111) Ivile.
k-
u
ic
d
extIi., 2.0 1[. (&1%) Ate
r
i %,
t
j
Ofollizatiarl of I flit"Ted flit fro'4tim m,I 1y
(14 ~Ct&-
It, :III PA .1. C
I
f ~ i
d
Il
d
0
PloP
,~e ao
onale (IV), his 4 t1w j .
n
>ot
.
on o
ratIcait
y
11((d. M. 105-6'. To 14 C. ZtI its 70 ml. timed Aith citimalliti N awlYri, C it. '.1're.pi .
,
4,
1
'
'l hi
h
11
b
C41f, were tedded 6.5 Z. IV ind 14 a. BtCIIjC0,kIt in 30 ail . 'I
c
. 191. (n. WJ1,44
L
10111 pitr eIt
4
4
tn. 1511
CtH., the mist. boiled 19 min, decomfid. ith 10% HISO, 1havred the arlmllcl! of I ~'H!Lcrmlll. lf:Ave. I'l. "v-1rjj:~ta-
'
and extd. with EW, the residue dehydrated by boiling 2
L1 I I s1 I
liclu oveir NO, In At-OH, TV. CjII4. -1,0 c-,
firs. with 40 ml. ActO to Live, After chrGretAtsigraphy. 2,43 rr and itit itIc., C111110, hjq 1113--lil (bath t~tnj, j Mrti-ti
r -ire W
YIj(r'*-
'
" -
14 hydfop-tation oii-r&:tctWjAtd IM gave ditil 'it &WIN-t ivir)--

rat im'.111t of I --all
1" 1
(t
b
00
Ii
na,
d, I*,. lIG-J17
, wbkh hydrcge=ttd 0vtr NO, I Acoll
n -
11
a
n.
eff
i al arulmca
iv
t4
ra
b
l~isr thr*ins
INE P
"

-gave Me
" .
.
en.
r
"
r
!
g
T 2 10
l 4g
h
r
ib
Vi
Ali
"
t
l
butyllbutyrate. 1.18 g.. be, IWAt
;
1W)*
acid
1
0
(1
N
_
' , -
il
'~rl)
lat
ce
lert"!
'
Ram
0
t
4ilkylazAlancs it. Uti-ol aI dif-
19414).-The amillils ad
:
1
2
.
.,
temp.) btaincd by alk. sapart. of the ester) (0.65 g.) distel. ~Z
4-d i~ p
i btatintsi'll:r PG~Paf chromilma-Aphy Irich
etat, Rr 'rabjel 0
Fe dust ind 0.15 Z. Bal[OMS gave 2W mg.
* petr. ether a3 omdonary &ti
1
-
P
l lt 35--70% 1I.M. a.,i tuabile
d 7,31-
1j
en
;Uj
j:
5
54%) N, t30
Z uesn
j
has". Tbe.
j v1
10
d f
~
Ii th,
1
S . 1r
,, t
.
0
5, 4
.
_
0
30
OXS
i
l
0
(0

h terrep.); se"tirar6azons, m. 17&~M Another prepa. &1
,e
011
B ste
retip., asti
4
8-
68
0
a
0)
1 c

i'lu ,
cne
.
.
.
-gua
:au
.
13
0
23
0 0,41 0
jer
(0
started with IV (3.53 C.) tvftich was refluxed 5 hrs. with 1.98
AcO%'& and 5 ml.
g. NCCH,00
Et
AcOff
1
1
2 g
2 C .
.
O.'t.r. 0. -
.
. j
.
"
65, 1.0), 144mat" ,
'
.
.
nt
e
'
-tea (0-03, 0-2i. 0'.V, 0M. 030.
.
.
.
.
,
.
.
Ctlis to give 2.31 S. (45%) El
b0-6 which

e 0 9-3. 1.
ven 10

i 0). aad 'MIU" (h

Iso-srokm
C 3" 0
1
k WN~ =d 155% 1100~, res.1., -e
O.W. iseelstiandeve A.50,

mirs
h
0
Th
00
N
hydro-enatedov"Pdo CaC0jyit1ded2.I5C.E1a-CYan4- W
J im
4otaritau
n). and Mna
ec
z
,
).
ate,
'
M ~
'
N.. IWA'. (VI). Heating 1.98 C. V1 15
hn. with. I
. ultdazolme Wi ttl axatTl
1
O
I . ~~Ortrt V. flem.1L, find
ealf, F
li'
-
mir
Ch
6
0
Cca
0
HCJ and 5 mi. AcOH yielded 1.53 g. K. TactfA. t
.. 29 .
1-
-
0
C
ti-
dS
1
;
acid, boa 1904, which
b
bts 112-14'. The temi4ler-
cyclization 48% V COMMilso. to, IV--%I
S
1 Xj" 11rellith).-Idetifity of! lind-
, 77tillfi with
,
=
~
EtOll were heated
f Wqc
450m]
Na and 9all
) -4 .
-an proved by miW in.1m. of the
,
.
.
.
20 hers. at 200'
the mist
with 11
0 and
evel
with
dild trimittacueni i-critods. 1,ad. by ComparWh fit -, isiWe and
.
.
.
1
,
,
ATW. and the midue after evapte. ofthe EW, waschroma-
' ultmerlaret N tn., TU4 patl4l oyntbes~q ill ILidizuIene
1
ti
il
r
j
. 1 wiLs
tographelt to gleld I&S mg. (41%) bi, 95-105
l me,
is, fit t
t SUM
W; I
x.p.. 1. 144(1
'
fed by,
h
l
h
W
f
f
so obtained T-the of 1ho
a l It"
esm.
o
t
o
et (Mmot. suUMM
O
cel

Substance*- of Alt"'I"ut abainthlum, &ad 4ollithm fif
_V
Fmnt&k 6;nn 6! LCII, Akad. U, 11~ I
CAm. May 47, iali-52(19-53); COUCClion 0.2.11m.
Cke". Commum. is, 155-1-WIIJ53xin Ongliab).-Froini
:the petr. ether ext. of A. absixthium, a hydroxylactone C1
RHO, has beeti isolated which is believea to te it ccmlpju:
from which originate the chamazutestagenic subsbatw"i
(pr"kamas4wien) 91). of PXI". of Che 4ty drug QW 1.)l
with petr. ether gave .1 . -A em Lit. conts. 1.191,10, rJulma'I
"4x# (11). ~ The ext. dQved In 3 1. pox. ether emtj;~
with 8 2M mi. partiond tit ZWJO,70 MORI witabcd tigt* jixqes~
Pd. Swie 4.0 It. of
witif 300 MI. 8% NaO!% ~', 1-it %~3,1 eva I
W,zzy substance (futeflon A). Aeldifita flon of the allr~'
washings with dil. flSO, and extp. with Elio Viva 1.8 C.4
dark-treett acids. J Ili,- 13t.011 fitim thie sijriile~
t%U. and eMn. with Vt-O yi0,1ed 10.5 Si (1mr6on 11), coatj:,
6.4-17, 11., Chruniat Ography of fraction A (29 x.) vnve IQ
S. Cal i0j, W. 6. - u, G, iti, Subl. /;).I Swa.), waxy cool-
etiol(I compt1s., (0.8 g.) ester with 4apau. tia. 07.6 (Cil-
R%Ch acid), a rosapd. tit, 103' ~froni MOM and pctr. elht:r~,
a inixt. of (3.55 it.) alcolials C14HA40 and Cuff"O (M), M.
74-5' Man MOM ant' Me2CO), a rairt. of 30 mg. of A ' '
teskro.'s, m. 1301-11' (Ct*Fr*O) Gteetjd-&!r;V.. fix .117'. fIDY11;
'MOH), and palaii6c acid, in. 610 (approz. I it FmC0311
'11 depostud 1.1 S. tit. 11154' (itain & frO1011
Chromatofimphy of the rmt (0.4 #,)JIcIded A 6,1111;
7
and M mg. I in. t29-,q2* (dcvoimpa.) (fror" Citt'). In'
FtOAc. Nfc,& F-0. and CtOff, slightly in sot. petv. ether,
1110. Hydrogenation of I in ArOH
ft(X
over
(;5j, CCIj,
gave, after Chromatography, CIOR"01. be., 161", Oxilt
108 . Supon. o(I with 5% a1c. KOH undor staodiird,
conditions yielded upon decartioKylatiom 183% it, . :: -i

L
po'Herout V. Ken, D., Proliva, M., Hu431&y, M.. Emeot,
Laboratorfil technika. ow-gunick6 chtmiu.-
Nak- CSAV. IOU. 7M pp. x4f, 60. Ile-
i Prague:
Hart T., Koil B. Frot1va, M. Rudlic)gr, M. 1A and out
k~.A 24, J.. : ;
L
Oreanic th Isj2EL~;;;tOry Technig~es Publishing Harme GSAV.
756pp. K6s. $6. Reviewed in Chem. ListY49, 1415(1955).*

ptecarimir from rhamondle (MatrIcKrLs'

z clut-amills;
d L.). Z. C -JEOM V. Iferout and P. tarin.
M
l
d
r
.
.. raj
us P
b
4ca
y
OW-3, cf. C.A. 49. Me-Cryst. 1. C.11w%,. in. 1W-
600 (decompa.). An 2 double b*ud% an %cctyl 4nd!
h
1
d
W b
"
d W
d
b
f

eta
Ac
t
lis
girm
p o
1Mt
X"
-ka r(a vismilik; as a
cr"t
nxtvw
from Mob
=
.
p
of clisinlazideft (n). The Ultmviokt absorption SpXVISMI
showed a max. at W st, 1" 8 4,32. ;On hydropsation'

2,9 equiva. of It were absorbed slid 2. XMbably stig
~
'
1
1
c
l
so-
an
wre
in. 115.6
2"
me&, Ilictone3
t,""04.
fitted, Stcam aistri. of I ovo 70-76% It b
ty thl!
b
l
on.
of 3 HO groups and subuquent d"ar
oxylat
as an intermediate In this reaction (Jul "d
e
Vpd;
Wend
en e,
d
sa

L

.7. .l! 11
railonco of J,7-dJm(-thA-4-!s-w t
rlikki

j 'ho c.-Ir.JQU Memw
n

--
1-
l
1l
l
d
t
C I
eLile. "I.
In I
o
lk
o. wi
i
a
(
YJL
ljir ti ttton of L-51"SIA!
-11) Oml -4v tma thig (It-hpir with.,li wid i I
in ~lt. IL lb-
acqi!(-ut tit hydrogeto tion Nvii li S. whidi ytAdo I ,t it.17",ilijL!
leak hytl,(,c it bm, rh - 'OnAls, of 41w ii,n-
j)krafq. end Mvp1mitir vorrl~~pm..! lu Ou P. of 1 '-0 llv~
miA tin rippioprk"e
ni

o
Jj T

~!~OT-7, -~ !last imi 1
Now possibilities of preparation of chemazulens. Cesk. farm. 3
no.10:333-336 Doe 54.
1. Z oddeleni prirozenych Utek. Ustav organicke chemie Co.
akadexis ved. Prahs,
(MUGS
chemsulene props)

HEROUT, T.; SANTAVY. F.
~
Terpenes. Part 48. Constitution of F-- and X -cadinens Lin Anglish
with summary in Russian]. 0or.Ch~khJch1u.rsb. 19 no.1:118-123 F 154.
(KM 7:6)
1. Department of Natural gabstances. Institute of Organic Chemistry, Clecho-
slowak Acadeor of Science. (Cadineno)

=ORA, Y.; HOROUT, Y.; FLITA, J.; SORM. F.
Terpenes. Part 50. Contribution to the constitution of slexal [in Inglish
with summary in Russian]. Sbor.Chakh.kMa.rab. 19 no.1:124-1:)4 7 154,
(KLRA 7:6)
1. Department of Natural Products, Institute of Organic Chemistry,
Czechoslovak Academy of Science, ftague. (219001)

SOILK, F.; HOLUB, M.; HEROUT. Y.
04444"-Aft"
Terpenes. Part 52. Constitution of laserpitine (in German with aussory in
lussian). Sbor.Gbakh.khin.rab. 1!1 no.1:135-140 F 154. (KIJLA 7:6)
1. Otdeleniye prirodnykh veshchestv. Inatitut orgenlebeekoy khImii
Chekhoulovatakoy Akadeall nauk, Praga. (Loserpitine)

HEROUT, V.
SORK.F.; HEROUT, V.; TA A, K.
TeMnes, Part 54. IdentitY of lindasulane and chavasulene (in 44911sh
witt. summary in Russian]. Sbor.Ghskh.khIm.raI. 19 to.1:186-188 1 '54.
(MMA 7:6)
1. Department of Natural Substances, Institute of Organic Chemistry,
Czechoslovak Academy of Science, Frague and Research laboratory,
Shionogl & Go.. Imfuku, Amagasaki, Kyogo-ken, Japan.
(Lindarulene) (Chemaxulane)

L
T
n. Prah;~. Vol.
ollpction o fCzechoslovak Ch-irdcAl Con--unicatir,
195h)
no. 4,
T,

J6~ _04W
LV. Synthesis of efemane (L-taithyl- U
,e TIE I I' -
sopropyt eydaltexime)'..1
&M -6 it Iferout, and Frantifek SMdm4"d4"r__16 0 __ Ylate x r fruit,! id S. X In I
'Via IL l1q. NHA with . LMnd t
v u IKI A was 0 400 mi.,
~W?- _.C!" ; ili.9 ENO, the NU. was driven Gff undir N atm.,
pFialling-abstr-Synthetic 7;;d4 _1% 44.7
IV 200 MI. Et,O was sidded dining 2 hit. iffix 1.5 firs.
Er-1-0hexane (1) is-identical with elewase, a re4ut jo ;WI I the count of 2 Jiro., 90 1. Etr Im M mi, EttO
uct of elemol. However. wal ;NW, and the mixt. rdluxed 32 tirs., ttintM wkh RIO,
CycloArx4nol. (11) Is not iticnOnt with tetraltydroelentol. 'the sq. layer exid. with EtsO, tile ext. wished with 5%
One of,the three formulas Is suggested for elemol. KOH, HjO, dried, the Ht&O evapd.,,and thr Nsidue mi-xed
I /\I^\ -/C1/\\ with 250 ml. Af metbaitolle FeCl#'. Ttcatijig the F." Com- I
-91 \ plex with 400 ml. HCI (1: 1), extil. the Kqlxl. with M80,
washing the cit. with dil. HClafid!lioO,cxtt,t,~ctihtTsoin.
repeatedly with 517o 1:011, and stmin distil, the Ah. soln.
_
)H lielded 17.5 jr. (513%j 2-me1hjM-et4y1,J-isrpr#P icW10-
(A/Y 1\bH Y H MKORe (V), PUte, ki-S 13--a-V 4164 9.1; ~ S04CUTIM"C'
M. 1114-12.5 1from W, bleolq),; Adding 1 X2 X. V to a
To a suspension of dry MeONa (prepd. from 23 g. Mu) In soln. of IwPrL (Pre . from 0.7 U. U aid 10 mt. 60-
2()o mi. C,11, was added 75 g. HCO,P_t in 200 ml. CX4. and PrCt), and heating Me mixt. 1.51 i! 2i1 S.
to the lee-cooled mixt
was added a soln. of5I .59. cwomelli; I r (V,rL N, MI 5'.
thone Mt 04-1.50. ni? 1.4543) in 3W ml. C,114. After 41 M%71 atton of 1.6 g. V by fizaing 44) inhi. on tile Uttlin
hrs. at room temp. under N atm., the mixt. was decosupd. I baXwIth fivefold excr-ss of 80t,'r Itiff0jI, cHrottintogsuphy.
!with njo. the CHo layer repeate(Hy cxtd. with 7% NaOH. and hydrogenation of the petr. ellicT fraction (0-0 ;r-, bit
the alk. ext. was extd. with M20, then acidified With lICt 112-136) over NO,. gave *I-nuth 3f-3.4-diisotropyl-
1:1) to pIr 6. and extd. again with Et,O to give 47 g. jckk Ne
4X4 (VIT), dst OSMO, ittl ["frLrcd I
~83%0) 2-mr0l; 1-5-iropropyl. 6_for?nyjC)-cjohrxanone (fort"?,11 of VU and of elemane nktained Cy total mitiction 0 q!~Iccntlro~l
Ca"01 (M), bit 1' 22--2.5% EtlIctificatiOn Of It in Identical._
-n- 7N .1:
'IFIR
is

IFROUT, 7.; TAKEDA, K.: SORM. F.
"Terpenes. LVII. Identity of Linderazulene with Chamazulene". P. 281,
(CHFMICKE LISTY. Vol. 4e. No. 2. Fob. 1954, Praha, Czechoslovakia)
SO: Monthly List of East European Accessions, (EEAL), LC, Vol. 3. No. 12,
Dec. 1954, Uncl.

T"T
17 Ci 111 (C,::
Vol. 48, Fo. 4, 1"4t '--raha, Cz~-~clli.)
SO: Vorithly I,jrt cf alst F-.Il ?,n Accersnious J,cf Vrt' - 4, 3,
Mard, 1955,

I Te 01f. J,XI. Constitution Of PrO0Wn'zutcnOg*aC.
-WAVM-ur"r of ch"InfizuIen') In Altemislit absinthluny
~stnfl.~llemut anti
W-.
chm. Commons, I 7(l in 841A); tf. C.A.
z S' 49 41,44TYI.-Frocch3l lazuten en (1 2 doulk bonds) (C.A.
491, 99-7c), n). 133-5* (from Etol , ~49'. redUeet)
in M.-O. zat-r n XbL-nv proflucl, a twice unlatd,
triol (11), the debydration of r4mi iq Imm ljctJ~ij_ by
A. anit. of mi
RUSO., or I'v P-NlcC'Jf'S0jl-l gave onlysli,
-axulpric. Dt-ImIrogenation of 290 rng~ 11 by ht-Alhig with
20 ing. SW min.at 180-lDo-yieldrd by, pet]i. etherelukkut
2 g. guai=ufene (111). rnil by CJll clution. 45 ing. of a new
blue axidtne, artemaziden, CtsHijO (IV) (infrared, visible,
and ultraviolet spectm CJL(NO~h carupd.. in.
1;'ve
192"' (liont E101f). Reduction of the mother 11 llor~ of
prochaniazolenogen (tee. 61.) with LIAllf., and 11chydro-
gemition With S yicldcd, b(Sides small 0111ts. of th'imamiletic
and 111, IV and a violet azutene C1411'so. C.11%(N%~
Compd., in. 153-4' (from EtOR) (visible and ultraviolet
spcetra are given), A L-mbane (V) obtained front I byeata-
lytic hydrogenation, ims redacul with MAIII, " give a
(1101 clill`3102 JVP' N-t lft&-7', the dehydration .1 witidt jjy
refluxing 6 m1a. with J~-MrWl"I itt xylene ykl(lcd an
ether (VII) Caftitr), b~~ UP. clse 0.091, #M 1.4051. A

r

,
r
0--Y

byllroxy kct'jac root 1 by Ityvirogen
Prod. f W tn- by
LIA.111i rMurtion a co"I.A., M. I "".ti.
_ed r2p~Etle"! pfochanUmde" from Mshiearlo chamd.

'a Cf CO QFa(
Vlastintil Iftrot
1 48, 1071-7; Calla
Iftetone Clilfliol M 't
Al. Chamornitid. Is & Sour
dried flowers of H. chan
198 g. of All ext. which
extd. with ten IOOD-IW.
aq. layers xvtm ext& 4
tthrr ext. evapd. to give
25 1 (prochatruzuka
Hydrogenation
gave t . com
m. I (from tr. ethe
115.1 from tr. ethei
EtOf i ml. 2% At
ition Wi Ergo, treating
the soln, with ENO, Atl
;ind extS. It with W40
rulevic and (n); Me est
(111). Infrared spectra I
;rl ultra~ialat spectra of
30 vrauxlfprK Wria. 'MCI".
Ckahosloo. Otin. CdommPty.
-A bicMichydToly atatoxy
double S. Inalated trom
Chani4guicsie. Esq. 4,3 kil.
4 with cold tr th
dissolved In r1, .4t" xv.
iotto Pf 2% sq. KIICO the
Witif NO MI. I!tO, ana tilt
strupy residue which yielded
i, 158-W* (from Ue.,CO-60-
r Mo. I Over Pt(h Its Acoll
oat elated with petr. ether.
Ic other eluted with C414, m.
testing too Mg. I In 10 "it.
0 =Ill. at 500 extC the emul-
ext. with 2V,, Na,b(h, "it.
ig tilt aq. layer with AcOff,
3 mg. dark blue liquid, fluals-
epti. by CIIjNj, dark b ue all
lid of tilt two said. Isciall'"q,
1. and chumaulene are gIvJ,.
M. Hudlick

M. Substances fmin Lactiolai di- I
Beadayi, Y&UwaiLLfRwut, AEUI ftail-
kons. Usly 41 1,- I t
Hek &rm (C?tch - akad, Vda" 4'regue C 5
882-6(1954); Cf. e-A-47, 7735g; 40, Wc.-HLOH Ixtd. 0i f
Z. z, C li A-6 kg. Laawims deliefusW L, gave 111. ownfalA m.
148, peom the C tf ext.D.) wcre boUted, erfostejo
10.5
arekfe,rd. MY
p
'111~ 35.5', lh-A 150-6r0 (Infrared speettu given)- 0,19 g,
lularom((Ule; All rcr&jsukxo, m.- 04.5-;-t,tllljd Ideffir
e,4it~, in. 5V.

L ULUIR

'
-
LGr
xM
Pfantlicklorm Czech 0240 DW-I,IRr
~.t A;"ig'Z'Q I Its. N.OH was dissol ed
-3k finely
1. water, heated for 18 Wt.. on a fleata
'
~
-alowly acidified with a Nola. of IM ki. 94% ffiso",.
water. The mitt. was *team-dbtd. and the amuleamm I
sqW. to give 17.3 s. of a etude mixt. coats. 01% iml
; '
~04 S
.
.
(1). Seps. was facilitated by adda. of
. then Wild. off i. ... Th. resid'Je. W="W.,l i.
100 int. of Ugrolne and extd. with 33 mi. or COM14 I C1.

h4l
The acid win, was dild. with i66 ml. of kewater and 8 - (en
with 250 mi. of 1160. After evalig. the MO. the M lue
( 5.8 g.) was taken up In 11groinev.0 z-hrontatographed ver
60 9. AIA. yickling 5.3 g. of a pure mitt. oil, him ls()~- P.-
L. J. Urh4,%tk_

t f
zZ
L71
%XM*Mftk ACC4. W; F,4voe,, -ii
$
'A y
Of A,1mxm
vhcr 6r Eto 11), ni,
Ids a compd,
";Cdc 4m
pit.) (fmm C
hj*olysil of in tho
Of Afto 10110wed b
rac distn.; Yields 139,
sNtt- of I amd anabsijuthine
i~A;'7W,-ALfttlMost Idtatkal, but thtit rr-jatg r) (C,,BC*,,),
n ts nr.,t cle*r.
JA 14 Mmtd.ftom I dtul
u4 ext,-,. The Infrared 3pe"rutu 01 j
U rxhlt'"4; the ChMctvristig, fntrved absorption Of 4
-ell
F lutan's
P
.7. ~`l t
'a
%
J2,71,1

HOLUBP K., HEROUT S Olaf, F.
j_L
Synthesis of -:K-bisabolol - a spasmolytically active sequlterpenic
alcohol. (Cesk.farm. 4 no-3:12c)-131 Apr 55.
1. Oddeleni prtrozenych latek, Ustav organicke chmie. Cesko-
slovenska akademle vedo Praha.
(ALCOHOLS,
-c-bisabolol, synthesis, spasmolytic off.)
(MUSCLI REAUM9
spassolytic off. of c-c-binabolol alcohol)

MMWA~
IWO ut Snostu 4 TQI%lp mat chtwe
deuclomis fullmry (finuiluo"kitafl. V. lltot"'h.
u
11. 11crout. and:p. gorm (Cwcll. Akol. vim. T11mg1lb).-C)
contains uriginally only oratigc ouir. of whkIL
ZE
lim prinifity OR Smup and goalaor., skeleton, and limbably
4--ridouble4onds, I lie otlipt two oriiinge cr4olmls. W4%W
by Orcu"atography are an allelpte hAvIng fewtr double
b-rul:i than lartwoviolln. and 4 kydrotarbox comir. levvirr,
o( Gm product ol3talard ljy e-italytic hydrogendan fif Inc.
saiov'solin me given. Aho In Collertiots CzerAw en
110r. Ck
-towsity. 20, Nu 2, 510-1 1(1903)(In rnglkh).
if

f nag.. Lxvi;, 4~e
10 04-3
~ml+ ~
JC . . a d .1
alit UrA Jun per
a iwee.tal~
-.,=:btxlncd by pyraloig of dcmcA tw,Nate (0-
fot It.
.was uatuat 0-citatcac aad-scMturt U iP~600594

Mealk edean- and Vlatithrill Iferout (Citech, AW. VU,
Prat"). Chem. U -1M11 14M); cf.' C.A. 40,
Mh.-A comild, C~;Ifw%, tn. 101MCA. 40i Wt. Qlrfo~
neously reported as tn. 166.6% Wated boto it, obtiWilirm
was Identified as S-Aydr&x;~-JX,4',d,T 40"Moxylla"itle
SlY
for VPItkll a namearkmetin is suggrst'r1fedlylation of
I With 6-6 9- MetS04 In 20 ML 10% 1411011 anti 10 "It.
erC0 gave 0A g. JX #',6 6 7-WativelhorZOnmil (bull.
tuethylquerccta U). rit.'62,F irr
Pr)i0j. Reflusleetill))AS(r. I 11A hrx, trith 200tUV[41%SC7QOi(1iD1lr),
un acetylating the crude prodact by ttfluxing 3 tus. with 20
ml. Acl0 gave 0.3 g. J,J',41,5,6,7-ktxaacdy1qasrre ill,
M, m. 216-17" (from M%CO). Refitming 0.25 x. 21
brit. with 25 mi. McOH, OM g. KHC0j, anti 5 nit. 1110,
and crystS. the pmduct; after acidificatittu of the aild. tmm
EtOH Pvt quercellngttin (IV), drenrilp. XV-5". Alk.
hydrolysis of UA s. I by refluxing 10 his, with 35 Eil. 00% -
Xon give 3,4-(Mc-Oh'14HlC0JI. To prove the I*sltion
of the free OR gmp In 1, 1 (1 g.) wivi dlmlvcd Ic 20 mi.
CjjjN. 0.75 g. KOH and 25 nil. 11*0 added, ruld die mitt.
treated wft 1.5 c. XsSA lit M tnl. IW and 0.75 g..K0H lit
86mi.HtO. The mixt. was ncidifted after 24 firs., the ppt.-
filtered off, the filtrata td. with 940'and heated 18 min.
atlOO*witb2Oml.cMi2.llVfaM3g.Ndli0s. Thtttod-
uct, 618-dihYdroaKi-110#4
249~61 (frolithfel-Obb I Ill Pthinfittlaod td
of quillone of the Odvc t iq,41 t
d rV are given - Pit sw'd

Marlow,
.1.41W-^~~ VL;
-1-
d

77

T.;7
71

3 r1; i:
.1~ F
J.

WHEN
7:
LIMI Hydnigsaidw podu tt:, "allial ii
ot
am AMNA WtuH , Uds Z/
ad F I%k
;4W. Lacy 4 ki- i:
Hydrogimadw of atonin (1) under various conditions
pie 8-ft",12-saxiamoNks (U) bd4aging to,3 stereollitimeric
,"pe(JU.b.ando). More Intensivehydrogenatiotsyledded
TlieUvreretralisforsatsito
A12-matlatiWidu (IV). either.bylt-4 Clemoserisen reduc-
: Until (Which from the series c to a), or
:via eEt=tJn1Tk=(_V)% , 6v "'ratio* with Raney Y1.
.1 vi'6.12- W4xd#c4 (VI);
.Red of IT-whh,1141
reduction d~ (VII) gave
V1
5,12-akau"ial (m). The d a" were Puri-( /
fied by way of their cyd~ sld es Ox. X). Pmition of
;V1 tied 5,12-Saxt, XI). that of VU1 dtd an
I ! U1. atc.. alanki CYR Hydrogenation of 244
ir. 1. in. 171-2% In 200 nil, AWH over 600 mg. Pd on Bs-
,TM yielded 18.5 K. Ua"ra.'j58*' (01 30, flydCalylls
the mothq li%lors Yid(W 2.85 10.8,t) FOX04-hy-
).. in., 1 10 (from 50% Me
~v said4twic acid (6-"%
it -with
i
t -MeWI.SOJI in AcOll
vave 1.06 s.'11b. in. 116"1 * (from 70% WWI). JaIld
Hydromatjpn 10"Hii'livei PlOs in..ACOH gave
11Hb, ih. 213-15* (from MeOll),* (a)JO -8.5' )Aydrogeria
W-I (a lnl'.
tion of 4 g. I in 40 nil. AIeOH over1%
ak. suspension) at room temp. unity' lira;, gave 4 1 g.
product, yielding on oxida( 33iRr% and* Iac-
9=13on 2.8 j. Ila, in. I54-7*,'laIV MIA'. 1 (4 9.)
t
hydm~natcd its 40 nil, McOll over 0.2 g. PtQj at rossut
temp aud 120 atm. gave 1.8 g. 111c, m. 135* (froin 50%)
Allow. faitf 42.70. Adding= tug. We in (I lot. ALOH
~to7t)ml.CrOzhiii.l in]. 11,0,allowingthestilit.to stinid 20
Iiiii. tit rouin temp., dilgi %vith 6 till. 11,0, CV111%, in olelto,
d6wiving the r,,LWu,! in 11.0. vxtg. %vith Ft,O. and evul,ig.
the ext-"~V! 'lc' Ill, 1,16-W (Inull C411rin-ir. taliq.tsawl Inim

1"NOMMOMM 0 4 VMS Pz". lp qII
e ,2s
1110). Mill: an addn). OW ing. Ile woI nlyinined by
osidatiLall the mother llqilora after the Presmirc trydro.
"all over P1 . Ch"nutograp y o t ie nint ler
u after the crystu. of Ile gave 020 mg. Ila, ja1v
.20. Reducing 2.5 g. Mt with 8 g. Zn.llg and I vid.
IICI (t -2). r0dicing the tniut. 12 tars. with the addit. of sk
i&ml. pmlions of coned. V.Cl, and extr. the niNt. will)
1340 gave 2.25 g. IV*, no~ 164' (Imin 9070 MR) Tllv.
i26.8% Sinillar treatment !A Ilb and lit YWIQ 70% Vb,
;in. WTI. 1o1V -27-01, and 48.611,10 IV@, JaIV 28.2.
(rearmnstintnt owing to C, t itridit ondiusu during the re-
duction). Treating 2.5 g, Ila In 40 all. ACOR Ivith 0.90
oil. (CH*SH)~ and 0.96 g. P4Aec4lISO,H In 10 ml. MOH
3 bro. at con temp., and pouring the mixt. onto k ve
(99%) Vs. to. IW~' (ftam ArMt),
his 12C. ud. dioune and 15 in). Itancy

d
-terpen es -
Ni In diaxant. 8 lira filtering off the catillyst. and evitpa-f
the solvent gave 1.16 g. IV&. - Similar treatment of Ub unq
He rve 81 % and 03.5% Vb and Ve. in. M-3* (frixn Me~
and 100-7- jfrora
OH jalIj AcOEO,
.37.9*, resp; the desulfuration of which yielded 057c, !Vb~
tn. 864". (.19, ~27.2% and 89% IVe. M. 237 0 (Ira
oil, (i3o.-PrhO, and sublimation tit 110VO mul.
Nt +92.2% resp. Adding 11.8 g, lVa In 300 rul.,Rriz,
K
to 9.0 r. LLAIHs In 300 mi. JjtjO, stirring the mixt,21, bra. at
iooth temp., decompg. with 0 mi. _qjO wad '300 nil. 25%-
ITM,. and "tit. the diol with E(,O rave 11.0 S. Yls, tit.
164-V (from C*114), JaIV -25.3". Treating 481 mg. Vla
with 5 ml. SOC4, disig. off ;he excess SOCIj, dluolving the
residue in 10 rnU CjHrMeQIj J.'ls evapt. the soln. to it
oe". anti chroniatographing over AIjOI, gave 410 mg. R:
m. 7&8' (from HIM), jali; ~253'. Treating 57 mg.
IX in I rul. EtOll 24 tirs. witti 0.2 ad. 51V NaOH tit rooia.
temp., cv.,tpg. the mist. at 40', dill. With HIO. and cz1g.
With PtjO g-avo 44 Ing, Via, fall: .-24.8". licaling 0A K.
VIA Id 12 lid. Ulit Witt, O'l C. a0 lita. lots
the stuain bath, dlstg, off the solvent. dils. the rcildite With
15 mi. ItiO. anti extg. with EtjO gave 400 ing. XI. b$ 132-
3% dto 0.9788. mV 1.4972, InIV -39.64". Cluile VII
(22.2 11.), made by bytimgcnation tit 48.3 g. ctude oil of
1111114 bl'ItRiA1011 (3 kg. rccryitd. 3 titimi froin RtOll
gave 10.3 g. VII, in. 147-7.5", (alIDO 14.6'. Reduction of
112-13" (from pgtr.
VU with LIAII14
VIII,
ni-
PVC
ClIttf-Coll, 3:1). 1"Jiff -6 -0-85'. Vill and SOCII
gave 47% X, in, 114-10* (fFoiji MOR), fal'if -53.4'.
Dtbylliatioa of VIII will) p-McC411"I gave W"O XII
(doqbk~baad position unmtain). be. 13a-5'. do OM79.
-32.7'. Infrared spwra of 114,b,c,

e,
r? C
Me, IV4,b,c. VI, VII, VIH, and XU are riven. LIM111.
Fornution of two tatratiLkylaulanes in thaz working up of
wormwood. . falastlaw 11trout, and prantikk
�on*,, gbu~ -~,Two new asualeneit. methykUmaxii-
kmssj~zRw (1), and 44*kamanlexar, Ct&Heo (n), were
bolateddiring the working up of the wormwood by beating
-and steam: dlartu4-411 the %cMtd *Qln,
Wktt 10% K&OH
The trOU %fit. of I &ad H L Was apd. by eountercurreat
Portz of 52.5% HjPO, and tar. ether
(bu QQ#W'~ -' Mg. the ll*POt fractions with Htslind ext
mith vatii-ether save b.16 C. 1, bu 100', R, 0.741 (Nujo -
48% 11,M); C*11AMOS)a compd., al. 160' ((ront R(Ol"
I withl-K-WO4 at room ternp. giaive AcOlf and EtC(
hydrogermtion In AcOlt diver Pt% gave Clolliat (5 double
borads). 11rann thapetar. ether fractions was obtained 0.254
g. 11, b., 1,73-111 car;pd., rn. 133' (from IN010.
%%'In , Welded AcOll and UtCO.11, hy-
drogcaa ~f I AcOll gave C,411jo (5 diniable
bonQ. '01#06 11) .,ad A, (R - 11, R' - E2
are suggested roaQN , r . Bothuxulcaestkreq
"P
to-be frarnacal-by the ill. L tion of hydroxyguaidieneWide
y a
(111, with 2-tinuble boltdr) W tit C1110 ktnd Act(. mp,, dur-
i
Ing the talk. hydrOysts of c Idt Wcarinwixad (IV). ;Jn fact,
art
APH Was found its IV. an absinthin worked up in the

1139
I R- I--
R
-Olt
(A) (ill)
- presence of W gave I nod 11. 1 and It were obtained, remp.,
by heatlhg~ 111 or ob3luthin, with C1110 and AM. resp, in 6;
alk. Mos. Far comparison, 1,4-dimeJAY1-?-jec4Wy1axmI4ne
0 (V) and '1,"imejhy1-J,7-didAyWufmd (VI) were piepti,
.b
Addl 20g. 2,8.diintiLitylbicyclo(S.341demtI ngji .30,
MI. 0 iLu ether sola.of MeHtCHU PrL#pd. ' 27 g;
BEXP..2 g. Ll In DO 0. petr. ether., V no! C
r
,"t. 6 1 , decompg. with HO a4 AW4
13tto and distg. tile ext. gave I
0 tl4l,. a
"it C N't (V ), N 167', 1 its.
ra
With 1.6 j. JSO, at 1800, irve 0.7
.WOMM'Whome'de drog"atfou by beatidg M i~ r-vow,14N
V J(rwfooo. c"Ood,. *, 556
0. g. chamazuktut In Ch
%b!m;~UTvp,tfihA-- dill ppjj-.~

f
EtSO, 16 Sold with iW MI. HsO ividified with 1.3
nil. Had thror to PbIn the reiidue after tht -ofapn.
-0( CHIch PVC,0.25 g. (VUD, Ill. 116%
C#144NOiNcompd. m.123*( MOM. AddillwPASt.
MAIH. to 0.22 t. to 30 ud. lltO, deconipg. thil Wilt.
jkftkr 24 bro. with 100 mi, H.O. and chrociatogtalibing the
reddue after. the evalin. of tile Et,O save VI I QUI(K
wmPd., m. 148' (from EtQH)I. Infrared spectra. of Vk
their decahydro derivs., of V, and ultrariol t RM of
11. V.VI. and thamarultne are given. LXIX. Mi sirtz-
two of dehydrocostushictoilic. Nilrosliv Jtqm-qAtLk-,VlAstl-
-Inil Hemt, and Frantilck
248 j. Costus oil (from Saimijurco lappa) in,#2so Ito. M40
with three IMnd. portions of tatil. NaflCO,, achillying
the Wn. with 11,W4, extg. with EtjO, refluxing the ovapd. 7
eU 43 S.) with 25 g. NaOH in 100 nil. MO and 250 nil.
Et6 , distg. off the RtOH, dilg. Ivith 11. 1W. tsztc. the R,
neutral portiols with im ml. Etlo, a6lifying tile Sao. with
mso.. tx:g. with 500 ml. UtIO, removing cht phdaols by
Of extu. with 670 NaOH, and tvapil. the tthm ext. le, dryntst i
ve 11.4 c. tryst. dehydYwojisilackne (1) be.#
l!0T',,f!vl-, I.IV -12.0'; ail atldni. 2.8 g. cl was
obtained froru the alk. washing. 'Heating 60 ruct I with 46
mg. St 6 win. at 300* and chromatography gave cliamuzu-
. ......... ... .... .....

1 ir- v rw.;., ic -,k I .
lene (U). -Hyarogemdon of'[ lu AcQ.K o*pr * Pt gave
~~hydrocostuslactonc (M),* bo,4
I
11V IM70, (.IV 46.5'. Heating IlAnwh
11.6 C. Se 17 hrs. at 320-5* removing perloctically the distit-
late aftek 2, 3, aW 6 hn., chromatographing the ctude
'_pmduct. and cxtg. the azutenk fractim- with 79% HgTWL
galre 230 mg. of a mixt. whose paper chromatography In ibig
palm" *a fia petr. ether with 48% H&POo in ascendial
t give gwiwaltue, ~rkmdew, 20.2. U
.r,
of a,new ene,
IV 14FU o'), com 21 (from'.
Bt=OH,#tAowh thuqTucturco 2,44kno lykxokxo
is (hontzation of I showed the
preser
~kce of
3.1 doubk boacls. wW the tolloNving structure Is thelefoc
suggested IM 1:
0

t4 T
V
Treacmmibcj~ Cite j,,3 p4M
m. t6V, wbitli wivi C-0,fie.,ki
with CrOA Ila !tOAc to Or. n., 111-12'.
v The latter vnu VIIL 'b0 CtI~Yj-!r,.cIhif)L--ltaj, 11.1, 14,1-
t;,, au"i with N'i to
13,0 5 Lniv.) Redzl-~+~n of tr %~itfl 11A. 111,
at
f I Ig'-
1 V
o!"Iz

e'
1,ictr -,Ic carbavyi wt
kcto by wtra i a jidJ
Wrared Vntnl,

... .......

7
TM mit
r rr it vl~clmlkll-
1,zi I v p t: lm,, t ,I f ml, r-o" .1 ~ t f njLli j~,
yu
d 12 ,Iirli~ 11) rofirtut ~.m of I eja I't ]~;r ~Jiljf
"iv, (11) 11ri'll till! 11,10) dillible bi d
J
SUIVrA tiv 0imrvzstr,:,nlpiv Iflio:l4
aud 3 st~v:vi~;miicriv JIV11.9
alld i3o", mill 1) uld M.1". wt4p-
'ne Littex Ln-mIxts. w-~te. inat to Cr(,-~ mul hviw~2 < VVjLjj:-.,Pd
tettirry Oil Delivilmvitation it[ Jit prt~Atjcj, 11,
With SOA'3~. 111 AD itrijillVe fV-111111CL
Which was by wntitilysi-4 tit ov~Tjlkil "W"i, of 1,1 011110,
ith a 1cr;nilla) i1j'Aly'Iffiv, gl-cup. , lvws. axi-jim-1) by
NNO, u, Ill, ni. 1:~I~ a. 0XI'ati,111 of 111,pollln-d
to the pren;once ()I th(i vicinal zrOf d the
-alini.1c (ii It W. Ill. V7A),. which w% 1.1'aidlit.olt ...lidl
CrOl ill IMAC ;c4,v,! tttc
nic iiwcr si,,-v;vd 11m.rpti'm ait 17M,'m lit a
C.lrtx,,11~1 group u-, % ling
itiruoturaliv tit "Tbw;til:~n i(f Mlli~ljr

HERCUT, V.
HEROUT, V. Report on the 14th International Congre3s of Pure and Applied
Chemistry held July 21-279 1955, in Zurich, p. 469. Vol. 50,
no. 3, Mar. 1956. CHWICKE LISTY. Praha, Czechoslovakia.
SOURCE: East European Acces3ions L'ist (EEAL) Vol. 6, k'o. h--April 1.957

Ii7.1~-T- 1.
F~,11,1UT) V. Tcrpt' nes. LN:Y,. MonocycP.o lactcrics t'i-om wc., maml
(Artcalsis al,sinthlkm L,). p. .5M Vol. 5()j r1o. 4,
i4wil, 1956. Q ~E'T -17-' 1,7TI, .Rra!,,a,
SCURCE: East European Acce3sions List (EEAL) Vol. 6., No. 4--April 1957

4

.,"ant substancies. V. hd%6* ON furthel,
d6l
f
i
&v
compounds
rom WOMWOM. vust
mil I t
Novotnt, and Prantikk f;orva P
d. CA. 49, 13228i . to- j
Chtm. LWy 50, 601-7(IOW),
matography of ligroine-"t. of Arknoisia absirAist" (kc.
cit.) on neutral A(r,. yielded cryst. cmpds. la the following
sequence- a ycUOW lactcMe, calixo~. in. MI, (from cHclr
13"'
xi
ow
lid
idl
M
CJ
h
d
O
eno
.,
e, m.
: a c
e*
t
);
y
(
V
rons
m. 168* (frain HtOlf fai" 285'- a hydroxy lactone, Cit-
Ifu0s. in. 08* (dim;;M; lorin t;. 108% CaIV - 14.0');
absinthin dehydrogenated to chantatulme; a Icon faclone.
Ctilln0j, in. II.P. lallf -7n*t (scm' rbazone m.
'
m,1720. The
lacotupd.,tn.124*,aketolactone,CtsiliA,
extd. drug was then treated with 90% EtQHp crrt. (Ilic-
brachitol wn-,; scpd., and the filtrute vr3s throinat"ral,hM.
yielding absinthin, I Anabsinthin, a conlPfl, M. M", poll a
C=pd. m. =I* which gaycanacety1deriv., m. 2522',
L.

/Trmen-4. L)CM 1-ne, witute! -it arcvf',v~csir- w~ u
&=., M'ficft)n~ w4mm.
Via *~ ~,'Lfjjjo. Id ~f
Lwy 5 r;
kobtod fi~., 'I
cot-frury to Ov: ;tevu,;
wi cmll!( l4 of I yi"JIA 1,1~
III in,! mid two sucirail3fim., r.-,
IV :wil V)~ CalijO, R;;;ij4 PI-itut of
IV, yteldeA ~rl Lj '(110,pi, j our
UUMUC ',Jtt~.00.
ydic ~C
M. 1151, WIT 1311". W-as olitalped lit a pelti. ~:Ij
2. 19 equ' ivs, Ut~c. -IyOogeiiatf-~,n M 5.1 M. I in '13 ini.
MeOH over NO, (equiv. (A 2~85 dtiuMe Ix-Inem), cbrocutto-g-
raphy civer 5 kg. A1-,O,, aml cryiqn. fr-un 10: 1 itti-Prilf-
EtOH gave ZOU mg. U, Ell. 99", Ill,
m.
IV, m. L wn, APO, m. 149"
M
ir. itt. 53'1. ar V, Ell, 11.6" (,.Iir 7~i 7-.
di,-rc "- d 00 mg.
Rcfluxia4 IV '1.2 it. i with 29 vit. EDI;16 Koff 1. NCO-IN,
tr"Jiling tiv! ittitt. with amt. (if 11C.1 in .11d).H
titzUrqg j, vvit-L C!f,,V b4 ltt-~O, jlkr~,clir di, t"J"!c KC1. wil
,R,i--;. dic ffittrate Faire 211) mg. V1 Re raer; krij. 7-11.
V1 and ft~
thfy-rc thr tio;
i,f VI v"I"r V4,11cil jim4li
ISO-EIr"01 b1 PL", Sli". II&amt spcg~.tva (if
I d *1 1:
1

J-4
71-

'71, ht~ilittg und'er tdWx to~ IOV' with a- u
F-41- ..- 'r.. 0. -ft F ji..

of wlIkh 3bmg 016 preowco, or'i'LIWIO, 1923.
Cij- iird acids. Vidav jagnitra,
Milan Strelhi, UdIdair DIN, and Fracidek "a
-
77;~ PIM, m9RI
ers L clopuedla ot, Org - Chou-
of homocurophyi-
-
Acnk add (r) and it3 WRtiongitip to sonu terpeufic~ wrtip".
put stwlied with apecW tonsidautIm of d
it wnfixaUfaa.
4-Afd citcr (bit, 141 h, Calif 43.2% du L.046, !I
-
M;ial;
:L:
of
rL
~;was ftimed by imid rapda. di the
ci M" wa-, ih-owil to pan"s a triLm coofiguraLlor Tbm

:ht Ji-Ift fair j.r Imnj-,:aryapA-yII4nt~ Gcid (11%, b,, L32-
-W.

lit k -t

I A f
Dm a~ITi 0 Wo till, it,
.-Rift *1qti i.49
"ifilL44" - I 'i N I it,
th U
fk
pal
-mix-t--m-Umm. with Ma Wtsi ~(j awiir~tk 't
Nil D
otl PtOt fit AC-011 mid the Product TAL lk
A, qi'~. 4'.Y. 11, N-M I Int (ts.1
.11'r qji-,f. p, 1,7 '2.
rv n q!-a4 ~4i i 4,,,,,n POV -

Czechoslovakia / Organic Chemistry - Naturally occuring substances E-3
and their synthetic analogs
Author : Sykora V., Herout V., Sorm F.
Title : On Terpenes. LXVI. Structure of J~-Element
Orig Pub : 0 terpenich. LXVI. Konstituce Aelemenu. Chem. listY, 1955, 49, No 6,
942-943 (Czech); Sb. chekhoslov. khim. rabot., 1956, 21, No 1, 267-268
(English; Russian suffawry)
Abstract : To determine the disposition of the double bonds of Aelement M
(R731xhim, 1955, 9563) its ozonization was carried out, which yielded
3.2 mole formaldehyde, that indicates a location 'of all three double
bonds of I outside the ring. On pyrolysis of 15.6 g elemol benzoate
by distillation, in a current of CO 2) at 210-2400/100 =, and chro-
matography.on Al-9 , of the fraction of neutral substances boiling
at 125-12?0/4 ;J,3 were obtained 3 9 1, BP 128-1290/20 mm, n20D
1.4949, d 4 0-8803,,,4, D -11.10.
Communication LXV see RZbXhim, 1955, 431o4.
Card 1/1

TTJ
ngt "MTta 0
_-77 -:"g!,`J,
Ile Jlm'll liv. 106 A 4-4, ~1:iAA,; ActlNlic
LAS b--en thown T j ', a-r If
oi ofl,, v! 11 Mt iwamAle
4!
47
fit)
CID
fv) OX)
Oy roil - M -~Vjl (It'll baild at 171
Vie, C Itcom climmull to t1w 4. aud d~[jlc.1(1bcrqid
`;j

A-
SYKORA, V., Hao'cor., x'p, 10 r.
aternar~.dxxce mmatzittzattan did mt take ptace without
rearqngentemt. Ar~,ruttorte (M) smit converted
to 4,114-
droxymethylene deriv. ('-V) which on otidatban yielded
Catalytic ddlydrag=0111 of V gave a atilit - of P-14oul"Et
(VI) and t-M4.C-Ji,CE-l..CTIM'.et (VII) wgudm- with EtCOdi
Rnd MctCIICl(jC(X[I. I mnd Lizil gtvtr -. balsOkleac
deriv. (VIII) whLch un cmonolysi!j jravt IT,, at. I.U7A*,
pyrolydfUf tile Ba 5alt fjf IX X_qVC a MiXt. Of 2 q,�-%ms;Ad.
ketones which were comverted In 4 it,-,ps to VI and VU.
lietaydrogamucat at Isoacordleat (K) ptwucnd
4-hopropyloaphithalenti. Acmitt: is the fast raturaliy*-
pd shown, tq-have it qnfranf, AdIttati.
urring cow
Wen= -j 'p

I iE T' U- L-Ij ~ V I; R OTNUK, 111. ; SO F -
--------
Terpene5. LXXI. Helenaling a further lactone of the guainnolide group. p. 985.
(chemicke Listy, Praha. Vol. 50, no. 6, June 1956.)
SO: Monthly List of East European Accession (EEAL) LC, Vol. 6,, no. 7,, July 1957. Uncl.

CZECHOSLOVAKIA/Organic Chemistry. Natural Substances E-3
and Their Synthetic Analogues.
Abs Jour: Ref Zhur - Khimiya, No. 8, 19579 26960.
V
Author Santavy", F., Herout, V.
Inst
Title Substances of Meadow Saffron and Their Deri-
vatives. XLIV. Separation of Substances from
Petroleum Ether Extract of Meadow Saffron
(Calchicum Autumnal@ L.) Floviers.
Orig Pub: Chem. listy, 1956~ 509 No. 1+9 672 674; Sb.
chekhosl. khim. rabot, 1956, 219 N;. 69 1659 -
1660.
Abstract: 60 to 70% of non-saponifying substances were
obtained by treating the petroleum other ex-
tract from meadow saffron flowers with alcohol
solution of N&OH. The following was separated
Card 1/3
CZECHOSLOVAKIA/Organic'Chemistry. Natural Substances E-3
and Their Synthetic Analogues.
Abs Jour: Ref Zhur - Khimiya, No. 8, 1957t 26960.
from them: 60% of paraffin M C26H56 or
C28H589 35% of a higher, optically Inactive
Inactive alcohol (H) C22Hi+60 and a mixture
of phytosterols containing sitosterol. 5 kg
of meadow saffron flowers were extracted with
30 lit of petroleum ether. 84 g of oil was
received after concentration by evaporation.
50 g of oil were saponified with 50 ml of 12%-
ual alcohol solution of NaOH (200, 7 days). The
ield was 33 g of non-saponifying substances and
5 g of substances of acid naturoe6/,i meXng
p;int 48 to 600, boiling point 14 001& mmq
was washed out with petroleUm ether by chroma-
tographing non-saponifying substances on A1203
(activity of I). According to the infrared
Card 2/3

HERCUT, V.; JAIROLIM. V.; PIVA. J.
"Terpenes. 1)LXII. Preparation of pure corrr. o~,.nds of the . # and ,~ santalene
series. In English."
P- 773 (Collection of Czechoslovak Chemical Commanicatic-ns, Sbornik Chekhoslovats-
k1kh Khimicheskikh Rabot.) Vol. 22. no. 3. June 1957
Prague, Czechoslovakia
SO: Monthly Index of East European Accessions (EEAI) W. Vol. 7, no. 4.
April 1958

V,
OZECHOSLOVAII.IA / Organic Chemistry. Natural Substances and G-
Their Synthetic Analogues.
Abs Jour : RWXhim., No 10, 1958, 32586
Author : Vlastimil Herout, Ladislav Dolejs, Frantisek Sorm
Inst ; rqot given
Title : Tirpones. LXXIX. Structure Pf Artabsine, Frochamazulen-
ogenotic Substance from Bitter Absinth.
Orig Pub % Chem. listy, 1957, 51, No 3, 572-578; Sb. chokhosl. khim.
robot, 1957, 22, No 6, igi4-1920
Abstract : The authors attribute the probable structure of 4-oxy-
guaiaiial"lena-2,11(lo)-olide-8,12 to arteb-sine (1), the
p7ochamazulenogenetic substance froui bitter absinth
(Artemisia absinthium L.) (see RZhKhim, 1955, 34rv'c),
based on the hydrogenation and oxidation produr.,;. `their
reactions and infra-red spectra. But the strucr.-~:-! of 4-o-
xy-guaienodiene-1,3-olide-8,12 (RZM(him, 1957, 3'j-jo2) cannot
Card lAj
34
CZECHnSLOVAXIA / ()rganic Chemistry. Natural Substatces awl
Their gynthetic Anaingues.
Abs Jour ItZhKhim-, Ile) 10) 1958) No 32-586
be ccmpletely excluded. 1.63 9 rsf l-nXyguaiaene-4(1o)-
-olide-8 12 (dihydxmartabs1ne) (II) melting point 133.5
to 1340 ~fr'om isnpropyl ether), 2~(4~0!) a -13Cr' (t n 1.71,
all ~X -s in chloroform), was prepared by hydrogeriqtion of
2.13 9 of I in 10 mlit Af alcnhol mn 0-17 9 of rtO2 and
chromatography on 170 9 mf A1203 in CgH6. 110 mg of oxy-
oxydolactone (III), melting peint 160 (frnm alcohol - iso-
Propyl ether), was produced by ozonizatimn. of 150 mg of II
in 5 mlit of CH3CWH (30 min. at 15") and hydrrigenation of
the product on 50 mg of PtO42- KetOnxidnlactvne (IV) C15H2204,
melting pnint 145n (from isnpropyl ether), yield 20 mg, was
produced from the neutral fraction by oxidatimn of 33 Ing of
III by 50 mg of Cr03 in 2 mlit of glacial CH3COOff (12 hcurs)
at 200). 4 products were obtained by hydrogenFLtion nf 5.66
9 of I in 10 mlit nf glacial CH3COCH nn 692 mg of PL02 e-n(l
Card 21q
CZEC'F0SL07L-FT,', / Orf,-,ftnio Chomistry. Untural Substinc-,,G ark. G -.3
Thoir SyntlDtic
.,bs Jour I?ZhXhin., 110 10, 1958, No 32586
chr chromatoGratphy on 1!50 G of noutrnl 0 viz.1 50 MC of
(V), moltirC. O;v (frim potroloum
L uaianoolido-8,12 puint
othur), was sopaxatod- from the fracti,)n *j),:)trrjlouri other -
C6H3 (20%), 650 mc of tho oil C1,112,02, n2rjD . 1.5009,
112 = 1 10,'-85, Z2~7'% = -13.20, was obtain,~d fron, the
mother s"lutions--by distillation Rt 148 to 1500 under 1.2
T-1111, 290 m,,,- of 1-oxy~aianolido-8,12 'tell (te trnJiydroartab sine
11(01)2(W "a"), Moltinc~ point 1360 (from isopropyl other),
Z-01, ')D = 30.5o (o -- 3.1), was ol)taino I frim tho C6HS frac-
tion, 510 r-iL. of VI "b", moltin.- paint 1.50 to 1590 (from al-
coh.-)l - isopropyl other), 0; = -8.90 (C a 3.36) was ob-
tainod fr)m tho next C6II6 fractions, an-ft 2.2 C of -TI Ile.%
moltin-~ npint 103 to 1090 (from alcohol - isopropyl. othor).,
00, was soparat3(l from tho fracti-)n -othor,
C 016
Card 3A
35
CZECHOSLOVAKIA Organic Chemistry. Natural Substances and G-3
Their Synthetic Analogues
Abs Jour RZhKhi:-1i, No 10, 1958, No 32586
CrO3 does not olidize VI lla"q "b" and "c" into CH3CO0H
70 mg of guicinene-1-olide-8,12 (VII), boiling point 128 to
1290 under 1.2 mn was received by dohydrogenation of 100
mg of VI "an with 150 mg of S0019 in 1.5 mlit of pyridino
(15 hours at 00 and 2 hours at 260). 320 mg of trioxy-1,4-
oxidogunienolide-8-12, melting point 1880 (from alcohol -
isopropyl other), was obtained frori the neutral fraction
by oxidation of I g of I with 1.5 g of XMnO4 in the solution of
100 mlit of acetone, 4 nlit ef water and I mlit of CH3000H
(1.5 hour at 200). HCOOH Is formed at the oxidation of the
product with NaIO4 in water, The infrared spectra of IV,
V, VI "a", "bil and "c" and VII are presented.
Card 4/4
CZECHOSLOVAKIA/organic cheniBtry. Natural-ly Occurring
Substances and Their Synthetic Analogs. G-3

-_-rgt!n.Lu- Unk1L11&1L_r-Y- 11E1TJU1_V.A -.,-
Their Synthetic Ancloguos.
Abs Jour RZh.Khir-., No 10, 1958; No 32587
Author i Zdonok 0ekan, Valetimil Heroutp Frentisok Sorn
Inst : Not given
Title : Torponos. LXXX. Structure of Matricino, Gaianolide from
Gorman Camomile.
Orig Pub : Chum. listy, 1957, 51, No 4, 756..763; 8b. chokhols. khim.
rabot, 1957, 22, No 6, 1921-1929.
Abstract : The authors proved that natricine (1) - a prochamazule-
nic substance frora Gorman cumomilo (Vatricaria cha-
momilln L.) - seems to be 1-oxy-6-neotoxyruaiano-2,4(io)-
-diono-2,4(10)-olida-8,12. It was proved alrerdy in the fore-
going reports that I contained an oxygroup, a -lactcne, an
ecotoxyl group and two conjugate binary bonds (see RZhKhLm,
1955, 16457, 35386). Two stercoiaomeric hydrogenolysis pro-
Card l/'X
36
CZE-,HOSLOV.'iEl,',. / Orgenic Oham'istryi Natural Subs~ancrjs and ti
Their Synthetic analogues&
Abs Jour RZhKhimi, No 10, 1958) No 32587
ducts, 6-coatoxygunienolides-8,12 (Ila and IIb) with melting
points 115.50 end 123', wore produced by hydrogenctinn of I
on R (frnm F_t02) in glocinl GH3COOHp this indicates that
the oxy group in I is bonded with the carbon atom next to
a binary bond. I-oxy-6-acetoxygnianolido-8,12 (tetrehydro-
hiatricine) (III) together with ft little vinount of dihydro-
matricino (IV) was produced by hydrogonRtion of I on PtQ2
in alcohol. Ila when saponified with K200~ inCH30H prc-
duces the corresponding 6-oxigualanolido-8,12M.
CH3 1 1-0
::77722~~ -I
CH3C'CO- 0
Z6 7
13
'XH,
CH3 - __L
Card 2/15 ,~J21---10H
rZECHOSLOVAKIA Organic Chemistry. Natural Substancos twd G-5
Their Synthetic Analogues.
Abs Jour RM(him., No 10, 19589 No 52587
1,6-dioxyguninnolide-8-12 (VI) was synthotizod fron III in a
5ijailRr way. Tho initial product waB nbtfilnorl by the snponl-
fication of that substance with NaOH and acidification. III
wr.s produced by the acetylization of VI with (CH300)20 in
clr,1~11. V was oxidized with CrO in glacial CH-COOH into
6'ketoguaianolido-8,12 (VIII); it Wes proved with it that
the acotyl group is bonded with the socandpxy oxy group.
Ethylonothiokotal was synthatized by the action of ethane-
dithiol on VII, after deaulfonvtion with spongy Ni it yielded
a previously unknown liquid gunianolida (VIII). Guaiano-
diol-8,12 (IX) is formed at the reduction of VIII with
UAIH4, it produces artomazulone (X) if dehydrogonated with
So, which is a proof that the lactone cycle between the car-
bon atoms C(8) and C(12 has been closed. Lactcl (XI) was
prepared by reducing III with LiAlH4 in other. The expected
Card 5/1,
37
CZECHOSLOVAKIA / Organic Chemistry. Netural Subotances and G_~;
Their Synthetic Analogues.
Abs J 0 ur t RZhKhimb, No 10, 1958, No 32557
totrol (XII) was detected only in a snall amount in mother
liquora (by papair chrometography). XII was synthetized by
reducing with LiAlH4 nt an elevated temperature in N-ethyl-
pyridine. XI produces X when dehydrogonatod with Se, while
XII produces a mixture of X with lindornzulene (XIII) under
the snno conditions. The formation of XIII togethor with
X from XII is a proof that the position of the acetoxyl group is
at C~6)* III is stable with respect to Cr02 in glecial
CH3C OR in the cold, while VI produces I-oxy-6-ketoguainno-
lide-8,12 (XIV) under the same conditions, which is R proof
that -.the free oxy group in I is a tertiary group. Kate-
gueianene-l(g)-olide-8,12 (XV) was synthotized by the
dohydrogonation of XIV with BF usterate or HCOOH, its binary
bond In not conjugnto either with the Inctono cprbonyl, or
the ketone enrbonyl, which Is shown by the Infrared and
Card 4/0
CZECHOSLOVAKIA / Organic rhomistry. Natural Substances nnd G-5
Their Synthetic Analogues.
Aba Jour RZhKhiin., No 10, 1958, No 32587
oos not change even after a 70

CZECHOSLOVAKIA/Organic Chemistry. Natural Substances and
Their Synthetic Analogs. G
Abe Jour: Ref. Zhur-Xhimiya, No 19, 1958, 64585-
Author Sykora Vladimir, Herout Vlastimil, Pliva Josef,
Som Frantisek.
Inst
Title On Teryenes. LWII- otructure of Acorone
Orig Pub: Chem. listY, 51, No 9, 17o4-1712.
Abstract: It has been shown (Som F., Herout V., Collection,
1948, 13, 177) that scorone (I) can be re resent d
as 1-isopropyl-4,7-dimethylapiro -n,57-de=one-
2,06. (1) is converted by ams of monothioethylene-
ketal into acoranone (II), containing according to
UV-spectral evidence a keto-group in the 5-member ring
Card 00
CZE-CHOO,LOVAM/Organic Chemistry. Natural Substances and
Their Synthetic Analogs. G
Abs Jour: Ref. Zhur-Xhimiya, No 19, 1958, 64585-
-I
(absorption line at 1737 Cm ). oxidation of formyl-
acoranone (III) gives dicarboxylic acid (IV). Catalytic
reduction of (1) leads to the keto-alcohol (V), pro-
auced by the dehydrogenation of acorenone (VI) with
CO-groups in the 5-menber ring. Upon debydrogenation
with S, (VI) yields a product whose UV-spectrum reveals
lines at 1714 cm-1 (co-group in 6-member ring) and 1514
cm ' (aroratil~ system). in this fashion, dehydr6-
genation is accompanied by the enlargement of the 5-member
ring, from which it follows that one of the C stow,
common to the 5- and 6-Menber rings, appear to be qua-
ternary. Upon dehydrogenation of (w), there are pro-
duced 1-methyl-4-ethylbenzol (VII), 1-methyl-4-isobutyl-
benzol (vIII), propionic acid (IX), and isovaleric acid
M.
Card 2/10
CZECHOSLOVAKIA/Organic Chemistry. Natural Substances and
Their Synthetic Analogs. G
Abs Jour: Ref. Zhur-Xhimiya, No 19, 1958, 64585.
CH(IC 43')~
3)4 0
H3 Uij C Lk*i (19) 0 04
CL""H
Monobenzilidene-derived (I) yields, upon oronification,
the keto-anhydride (XI) Upon pyrolisis of the Ba
salts of dicarboxylic a;id (M), derived from (XI),
there are separated (IX), (X) and two ketones, C Hl 0
(XIII) and CIH n U
'~80 (XIV), whose carbon skeleto s
Card 3/10
CZECROSLOVAYLIA/Organic Chemistry. Natural Substances and
Their Synthetic Analogs.
Abs Jour: Ref. Zhur-Mimiya, No 1.9, 1958, 64585.
been d8termined as being changed to (VII) and (VIII).
The reduction of (I) and isoacrone (XV) with LiA.M. gives
acrodiol (XVI) and isoacrodiol (mr). Debyd-ration'
of (XVI) and (XVII) and subsequent dehydrogenation leads
respectively, to cadalene (XVIII) and 1,7-dimethyi-4-iso-
propylnaphthalene (XIX). Distillation of ether oi3l.(10 kg)
yields, in the 140-1700/1 mm fraction, after dilution in a
column (of.40 theoretical plates) the gasoline (XV) (58 kg)j
m.p. 97-98'- (in petr. eth),L"c&_7"$D-9O.40 (u,~2.'28), and
neoacrone, m P- 83-840 (in petr. eth-bzl)JA j - " D +
126.90 (w. 2.90); from the mother solution, mixed with an
alcohol solution of KOH and precipitated in ether, is
yielded (1) (36 g), m-P- 98.5-990 (in petr. eth-bzl 10:1)
D + 143 -9 '7 (w . 2.3 al.) . 4.7 g - M (see Sorm,
Card 4/10

CZECHOSLoVAKIA/Organic Chemistry- Natural Substances and
Their Synthetic Analogs. G
Abs Jour: Ref. ZhUr-KhiMiYsj No 19, 1958, 64565-
Herout, Collect. czechoslov. chem. Cow=., 1949,
14, 723) give, upon dehydration with phthallic
I
anhydride (a6o-26o . , 1 hour) (VI), yield 2.84 g.
b.p. 147-15013 mm. Dehydrogenation of 1.65 g.
of (VI) with S (o.63 9) (3 hours., 22D-230'), and
chromatographing the product on ALI,,, Oj, gave 0 .55 g -
of a substance (b.p. 140-160P) temp. bath/13 mm.
From (1) (2-7 g) by means of ethanedithiol (2.65 9)
and ethered BF:; (3 ml), there was produced the wno-
thioethylenekelal of (I) (Ia), M.P. 77_78.5",[Xj" 117D
+ 111.6 ' (v. 4.42); from the mother solution, by
way of chromatographing on A1403 (washed with C1,
there was separated, the bithio;thyleneketal of
M.P. 95-97' (in petr. ether) D + 0 (w. 2-3)-
Card 5/10
CZECHOSLOVAKIA/Organic Chemistry. Natural Substances and
Their Synthetic Analogs. G
Abs JOur: Ref. Zhur-Khimiya, No 19, 1958, 64585.
From 4.6 g. of (1a), boiled with elemental Ni in
dioxane (10 hours), ft~I wads
b.p. 151-154 0/15 mm, I ,produced, yield 2.9 g.,
~2 U D + 47.0 " (w.2.2,
chlorof orm, n D 1. W57, d 0 0.9539. By the
act-'on of CH-ONa (from 1.4 Na) and HCOOC~H,-ron
(11' (2.7) ?n C4H& (20'ml) (Wo, 40 hours, atmosphere
(V) is synt-hesized, yield 2.6 g., b,.p. 110-114" /O.o4
142-147 ' /2 - 5 mm, / ~(, I / "?-,: D + 29.6 0 (W 3 - 17) - To a
solution of (111) (5-7 9) and KOH (11.4 g) in CH;OH
, (225 ml); after boiling for
(225 ml) is added 30',; H.~9,~
50 minutes, 5.2 9 of (IV) are precipitated (not crystalline);
dimethylether (IV), b.p. 120-126/0-05 mm. Upcn dehydro-
genation with %; Pd/C (310-3300, 3-9 bourse, (IV) gives
a mixture of (VII) and (VIII), b.p. 70-95 (temp. bath)/
Card 6/lo
CZECHOSLOVAKIA/Organic Chemistry- Natural Substances and G
Their Synthetic Analogs-
Abs Jour: Ref. Zhur-KhimiYaj, NO 19.- 195% 64585.
it; =, d y40 0.8529. BenzilidenoLcorone (M.P. 181-
1840 15 g-) was ozonized in ~7jCOOH (225 mi) and
after whii!h the mixture was
ethylacetate (75 ml),
heated with water (60 ml) for 20 minutes in a water
Azation from ether
bath. Crystall, produced (XI),
mp 126.5-127-5' (isopropyl ether). Acid moncmethYl
ether C/6H4.L,,O,,-j, M-P- 114-50 (in ethylacetate Petr.
eth.); dimethYl th X. C Huo:-, M.P. UO" (in isopropyl
e e V 0%
ether). From (XI) (42 9 , bi means of B&(OH),,~ (51-5 g-)
at 70-900 in an aqueous sOlutiOnt is produced the
Ba salt C/,jH,?.4O,_B&.HZO, the pyrtlisis of which at
, yields (IX) and (X)
32D-370"i in 6A atmOsPhere of C0,' saturated
in the form of n-brouphenacyl ethers and un CH.-OR (30 ml)
ketones (17.9 g). subsequent hYdrolisis in
Card 7/10
CZECHOSLOVA
I-hKeIA/Organic Chem'strY' Natural Substances and
ir Synthetic Analogs.
Abs Jour: Ref. Zhur-Rhimiya, No 19, 1958, 64585. G
ovnr % Pd/SrCo, (1.5 g-) and distillation in a
Colu=n Yields (kijl) (4-3 9), b-P- 73-78"/lo=;
Bemicarbazoiae, m-P- 152-1540 (in 705 al.); (XIV),
Yield 2.'r g., b.p. 97-102 0/10 mm; semicarbazcne,
m-P iH 1712"(in goeij al. )' (XIII) (1-03 g) is reduced by
UAL ;~ (0.55 g) In ether (2D ml) (boiled for 10 minutes),
the prodlicts Of the reaction (b.p. 93-950/14 .., 0.94 g.)
being de4ydrogenated by heating with Phtballic anhydride
(40 minutes J' 270-280-Y ChrOmatographing on A_1.j0j, a pro-
duct is separated (b.p. 80_90~', (bath temp.)/62 =A57 g)
which can be dehydrogenated with 0.37 g of s (8 hours, 226-
250") and chromatogaphed on AjeOj to produce (VII) yield
0 17 g., b.p. 70-80- (bath temp.)135 mm, n ~0
0:8585. D 1.4953p d
Similarly, (XIV) 9) canbe reduced to a product
Card 8/10
CZECHOSLOVAKIA/Organic Chemistry. Natural Substances and
Their Synthetic Analogs. G
Abs Jcur: Ref- Zhur-MimiYa, NO 19, 1958, 64585.
with a b.p. Of 108-1136/13 = (0-95 9), which upon
dehydration gives & Product with b.p. 107-117 '(bath

,11"4J%jVLp50U.&L; n%t1UXU1 OUVOTanCefl Rna
Their Synthetic Analogs. G
Abs Jour: Ref. Zhur-Xhimiya, No 19, 1958, 64565-
(9.2 g) in ether (boiling for 15 minutes) yields a
product with Li.p_ go-U0 ~' (yield 19-5 9), dehydration
of which (30 9 Phthallic anhydride, 230-235f., 1 hour)
leads to isoacordiene, b.p. 116-1.0"'/12 = (7-2 g).
Debydrogenation of this last product (6-7 9) with S
(3-1 g) for 4 hours at 190-25OL-gives (XIX), yield. 0.15 g,
m.p. 59-f; Picrate, m.p. 86-8710. For Report LXMI, see
MEGlim, 1958, 57552.
Card 10/10
"Y10
CZECHOSLOVAKIA/Organic Chemistry. Natural Substances and
Their Synthetic Analogs. G
Abs Jcur: Ref. Zhur-Xhimiya, No 19, 1958, 64586.
Author Holub Miroclav, Berout viastimil, Sorm Frantisek
inst
Title On Terpenes, LXXXIIJ. The Structure of Laserpitine
Orig Pub: Chem. listy, 1957, 51, No 9, 1713-1724.
Abstract: For laserpitine (I), isolated from the roots of the
Lasenitium latifolium L. plant, the structures 2,7-al-
Pha-diMethYl-crotonate 3,5-dimethyl-8-isopropylcleealinte-
traol-2P3,7,8-ona-1 are suggested. From 6 g dibydroxyl-
aserole (II) (see Rnchim, 1954, 44683) at 130-150~',' dis-
tilled with 56e,, HI (6o ml), distilled in a vacuum at
115-1300/20 mm, chromatographed on 420,g in petroleum
ether and percolated on silica gel (thence displaced by
Card 1/7
CZECHOSLOVAYIA/Organic Chemistry. Natural Substances and
Their Synthetic Analogs. G
Abs Jour: Ref. Zhur-Khimiya, No 19, 1958, 64586.
bepyl alcohol there is derived a product (350 mg),
n Z_ D 1.5030, d1#40 0-9505. The latter by being
hydrolized in alcohol in the presence of an alcohol
solution of KOH and 51~ Pd/SrC0j (1 g), distilled
(118..126-'/20 mm), dehydrogenated with 50 mg [o-missicn
trans17 (180-220', 4 hours), chronatographed on Al 0
in gasoline and cleaned by picrate, m.p. 92"(in Acj)
this product is converted into 1,7-dimethyl-4-isopropylx
naphtalene (120 mg), m.p. 60,7 (in ale.); styphnate, m.p.
1240 (in ale.). Oxidizing (11) (2 g) with Erio .2H~o (4.4 g)
in 0.5 1 water (200, 2 days) produced HCOOH. ~Le sapc-ni-
fication of (1) (2 g) with a 5eP methanol solution of KOH 0
(2DO, 1 hour) produced laserol (M), yield 79~, m.p. 190
(in ethyl acetate). The oxidation of (111) (1 g) with
Card 2/7
'10
CZECHOSLOVAKIA/Organic Chemistry. Natural Substances and
Their Synthetic Analogs. G
Abs Jour: Ref. Zhur-Xhimiya, No 19, 1958, 64586.
CrOj in pyridine (200, 24 hours) produced laserone,
M.P. 180-18f(in ethylacetate). From 0-5 g (III), by
the action of ClCOOC H -(l 21) in dioxane (5 ml)
and pyridine (0.8 ~j t2D'J, 4 hours), and b, boiling
for 30 minutes in K, ITC1 (13 ml), there was derived
mono-O-carboetboxyl laserol, m.p. 144', (in acetone).
This latter, (0,7(g) 0was oxidized with Crol? (I g) in
PYridine (20 ml 30 , 24 hours) to mono-O-caftethoxy-
diketone C3jK4jO7, a.p. 98-99'(in ether-gasoline). The
dehydration or (1) (1 9) with SOCJ.2 (12 ml) in Pyridine
(15" 10 minutes) gave unsaturated hydroxyketodlether
Cuj%Ot~IV), yield 0.7 9, M.P. UOV. Hydrogenation
of(IV 9 mg) over Pt (from Ptoq.) in glacial CHjCOOH,
ancl chromatographing the products of the reaction~on Al
,40j
Card 3/7
CZECHOSLOVAKIA/Organic Chemistry. Natural Substances and
Their Synthetic Analogs. G
Abs Jour: Ref. Zhur-Khimiya, No 19, 1958, 64586-

CZECHOSLOIIAKIA/Organic Chemistry. Natural Substances and
Their Synthetic Analogs. G
Abs Jour: Ref. Zhur-Khimiyaj No 19, 1958, 64586.
on nitr. A1404 in gasoline gave a dimethyl ether
ketodicavboxylic acid Cf7H4,#Orp y1eld 150 mg.
Dehydration of tetrahydroxylaserpitine (XI) (2g)
(see reference above) with SOC1.~ (10 ml) in pyri-
dine (33 ml) at W and chromtogmPhing the re-
,ZOJ gave an un-
sults of the reaction on nitr. Al
saturated hydroxyketodiether C)yHq#,,04, (XII), b-p-
134-142'/0-3 =, yield 1.8 g. 'This latter can be
reduced with Li-AlHj (like V) to give VII, =.p.
183-184". Dehydration of (XI) (2-5 9) with GOU
(5 ml) at 80 0 in pyridine yields an unsaturated
ketodiether C.ZSHqOr, yield 1-7 g-, m.P- 75 '(in
ale.). This latter, upon reduction with LiAlHt,
gl,ras 'IX), yield 0.65 9- (XI) could not be oxidized by
Card 6/7 414-3

CAECROSLOVAKIA
HIDTI.& 01 ROXAMMS us HMOUTO V
Imetwo 0t orpme Modem md AISWUNIDV7
Czoob*40nk A"GWW Of 301008"o ftueft (for :h)
p3mmes rdaltaum dog Comossido.ok CaNdMIL suam
1b 50 its-ITWO.-Vo 92T-7~6~33
*OR toromms ftvb 1161 comps"Mea of tbe *a ft"
AIMCM MIUM L. r"Its st~tm" cc

17
e A sontribution to orothire of a an, MO~
-
thin7 L. Novotn#, V. Herout and =(C';hQ0-VRT1;---
- doublebondsau OHilmlipsartabsetai0hes trumof
11 which does not taW up 11 even undt!rJonting conditiaus.'~
146S=T'-
on) 1r48
rag
----=-Tht m-ol
in. 179-W*
wt. of tryst. atibyd. absinthin (1) &4uction of 11 with LLAIH4 itt RtSO ghyt a PrOdild GO-.!

'
d
.
, . probably it pentol, whids tin dehy
211
(dec6talm.). detil. by the isothermal distri. method in Me,
tion with Se gave VI In fair yield. Qddalion of I
CO. is 5M + 50, thus I is a dirneric guaianolide, C,,HA.
with coned. HNOj gave a inim lvhkh ctrammograph on
coutg. 2 OR groups/mol. Anittisinthin (11) has the same
U10l.. wt. and mol. formula. The Infrared spectrum of I
Dowes-2gnveffOICCHICT.Cffic.co.acl7coH(vli), in.'
shows absorption bands due to a T-lactone carbonyl grMp,
-I)
r0
and an OH
a double bond (1652cm.-I)
(1768 cm
p aticnit 165', and liquid H0jM1sCH(C0iH)CHA1eC0*Lr.
.
,
,
' I
did
530 cm.-S). Hydrog=tkm of I with PtOrHOAf
(34 (VIM, identified as Its fri-Me titer. Tlit Infrated spectrunj:
17,14 cin.-I (esterr
of the di-Afe otter of VU has hands at
,vot proceed readily. but pve klmhydro-l (MO. CoRmol, in.
1 .

"
-10
group) and 1792 cm.- Ile). VU told VM1 aWo were
1
; and H, proving the presence of 2 double Ixinds in 1.
262 .
obtained train artabsi. by n sunilu:'pramlum. Treat,'
1
N
The OR groups In M axe tertiary, since they could be neither
mcut of both I and I In alt. S010, IVO pye~:
'oxidized with Cr% nor acetylated. Reduction of I with
UAlHt gaic I dikdol (M. C*H#40e. in. 195% use of LIAII14
. --Affl 1,4-
aill wit di.:
a
'to X-ethylpipetique gave a Slassy prailm-t. probably tnrjhyj-2,7-diejhyJasukne. It is ursumed chat I is formed hi.
fdral (V), formed by subsequent etherificaWin of 2 Off

-
- D
of IV with Be
ave chainasukne
tk
h
d diene addii. of at% unkuown mcursor ciotg, A cyciopetjJ
It' 10-
014tiOU Of ZUaL&Wli
o
Oti
ll
J A4
4
ni
e
rogena
.
,
graupA.
y
g
zsamkm, and firkim=kne M) (trinitrobemme addars up a
-negroulnuu
an
gr
dif
P
(isimier of M. The ittucti rt: td Us pro
posed as
M, 191,*); similar dehydrogmaion of V gave the above which perruits the sterochein formation o1. 11 Erm
I by tho i
az;acn and 12-h)~droxyjuaiamicrio (trinisrobriixem adJu probuble addu - of I of the C H groups to, ! he 4(mble
G
Ri

y
o C; .
p
affordinir the oxide ring.
r

;--' , I"
- J
A.11~13. JCUR. RZ11him., No. 21 1959, No 74771
ATjT-.iO?I :H and Kovacs, 0.; Kovacs, 0.
:Not 3iven
'Preparation 'Nork with Small quantities of Organic
Reagerts. 1, 11.
0 R 1 PU3. :Magyar Kem Lapja, 13, No 3, 61-67 (1958)
" 0
ti~5TRACT :The authors review and discuss In detail techniqueg
and practices developed and perfected at the
Chemical Instirute of the Czech Ac&demy of
Sciencer. The bibliography limLs 62 titles.
1. Krishtofori
95

I nt I CZECI[OSLOVAKIk
G
t c Organic Chemistry. Natural Substancas and
Their Synthetic Analogs
Ref Zbur - IGAm., 140 5, -1.959, 140.
ho r Pliva, J.; Sorm,, F,
7Sykora, V.; Herout
,
_
.
T II C :Terpenes. LXIIXII. Structure of Acoron
:Collect. czechosl. chem. commun., 1958, 23j
No 6, 1072-1082
'L-4:; t r a C 1-, :No abstract.
See Ref Zhur-Xhim, 1958, 64585.
rd:
G
.m.
Couift ry :Czechoslovakia r,-3
:org&nic Chemistry. Natural Goripoitn& arA their
P.bG. J-jur. Synthatio AniLloruea. 19550
'Rof , Zhur.-Xhimiya No. 6, 1959
iiutlior Holub, M,; Herout, Vo; 30=1
Titlc Or, Terpenes. LXXXIII. The Constitution of
Laserpitine.
Orig. Pub. Collect, czechosl. cheit. commun., 19589 23,
No 7, 1280-1292
Abstract :See RZhnimt 19589 64586.
Card:
J.9)9, b3911, U395-.
Card 1/1

'71ICTIT,
"Terpenes. YCI, I T .Conlrosition of' cost.1.1s, oil "rom t,
(in EnalisO
U., "E'(11,11"I nil, Cj-,
C7~eclioslovakia,
Vol. 1.1, no, P, UCc. 195S
Montl,.ly list of E~-
7 TIP, ! F'.kY VT7 S~;TITS. I-C, Vol. q, '7, -TulY 1959, Unc-la-s.

CZ--CHO3L0VAKIa / Grganic Ch:-~-ra-istry. NatUT-51 Co.apounds G-3
and Their ~3yiithictic
Abs Jour: Rof Z'.Jhur-1\.hij--Aya, No 3, 1959, F'39-1.
Author : i\,Iotl, Otakar., horout, VlastLiil, ~-Jorm, Frant-
isek
Inst :-Not given.
Title :On Torpenes. LXXXV. Structure of ;'Juniper Can-
phor", a Now ii1cohol of S'ulinAn~-Typo, fropi Esson-
tial Oil of' Juniper.
Orig Pub: Chem. listy, 1956, 52, No 1, 116-119.
-iLbstract: It is doeioi-;strated that the so-call~,,d "juniper
camphor" isolated from Juniperus Coiar-unis L -1, 13
1.10-diinu,th 1-9-isopropyli%lr-,n-o-dc-.calol-l~ Z..~ ~11)-
selitionol -4~ (I). Hydrogenation of I izilics sol-
icanol-4 (II) , which on dohydration with G~C12
in pyridine is converted to a nixturc of hydro-
Card 1/3
C7-,ICTTC~~ ip
-1,07AKL~ Or-anic Chenistry. 'N-aturFl ou-nis G-3
and Their Synthetic Analo~iugis.
Tour: Rof /,hur-' imiya, No 1959 83'.M..
Abs J Kh Y
Abstract: carbons (Iii). On hydrogenation of Hl th-,,~rrz;
was obtainod salinan M), idcntifiod by the in-
frarod spictrLui. Ozonization of I giv;is 1,10-
di~L,ethyl-decalol-l-cne-? (V) and a-cetonc; (identi-
fic.d as phonylsucaicarbazono). Tho Lifrared spec-
trura rovoaloki a 02-group in III; an-! in fact,
on ozonization of III therg was isolatQd 10-noth-
yl-?-isoDropyldocalone-1 M). Study of optical
activity of I and of II-VI durivativos, as wull
as study of rotational dlispersion curv---s of the
derivatives V and VI, has shown that those sub-
stances ara optically inactive raccamates. 684.6
mg I are hydrogenated in glacial CH3CO011 over
Pt Tfrofii R02), to got II) y1ol,1 622 iLlg, MP 97.50.
Analogous hydrogenation of III ,,7,ivos IV, n 20D
Card 2/3
96
CZECHOSLOVz-KIA / Organic Natural Comuounds C-3
an(I Thl-ir ..ynthotic -,r1al09L103-
i,bs Jour: Roff Zhur-Khil--11Y~k, NO 3, 1959, 8394.
j~bstrvct: 1.4640, ~14 20 0.3913. Dohydr!-jtjon of 24-1.3 ljift II
with a mixturo of 0.6 9 ,;oC12 and 6 ml py
~;ivos 'iII, yiold 150 f-ig, n
ho
1.49-3c, 0.90).6. 1.5 g I in oo Glacial
114
C11300011 ara ozollizod at 30) ucotc)llo is romovod
by stoar.-distilling, and froill, tho resi(:U01 after
extraction with UPT.C13 and chromatography on A1203
V is oluted with bcnzune, yield
kactivity III), razone, IT
460 mg, --vT 520; 2,4-dinitro-phoziy1hyd
145-1490. 1.6 q, 1II arc; ozonizorl in -thyl ucct-
ate at 00. kftuor docGraposition of ozouides and
chromatography on A1203 (activity III) -lution
0,,,trol1,W-11 otlior sives 200 .1-19 VI
wi i-EP 20 0 1 .rov- uH 011)
d4 0.9596; s&aicarbazonoy 0 f 645P.-
communicatiun LKDECIV soo RZhKhi---i, 1956,
L. Novotny.
Card 3/3
CzbM0BLQV.*Ja:-,/or--;caiia clieniatiw. liaturTU Corrpowit-s aj-l T~~Jr G
sy-victic
ltb,: J.,)ur: Bnf 11; :L959,-387V'-
:,.tt:- or Holub, M., 7crout, V., ruid Sorli, 1?.
r
.L.. --Lru Clievistry of tLe roerpmlva. LIM"U. Procif of thL
Structure of Lascri,it:*,no.
or---C xk1b: Chen Listyy L2, Eo 3., 4058-504 (1958) (ia cw.~c:i);
Collection Czcchoalcy cher., CWX=1 2~) Wo 7, 1307-
1313 (1958) (in Li,,;Iish with a Russi= stnx-r~y'
..uj~-ract: ThC- fomad proposed earlier by the ar.thors for
Laser
pitine LI
1958, 64586) is contiiTied by t1le -nrm.,~ of t:.o struc-
tum of di-hydrolascro! r--elling L .uicertaij (TI)
an,~ of the ta.-Jol (Iii~ -c innee. bzlc
I
Cc
Ch
Synthet-ic ',iwaoC;B-
.'.ba jour: I;cf 19r19, 38774-

CZEClforo'Ll~TV;JCL'./Or(L-,uiie Chenistry. Natural Coi-.rpotuids r.:U '1110irG
Synthetic LiialoL;s.
21s Jour: Ref Zhur-Ehim., Ito 11, 1959, 38774.
CH COOH). The, triethyl ester of DC, bp 100-10"Jo/
I
N-1-7 -J-1, ;i^OD 1.4384, has been synthesized for
cormCm-rison purposes by condensinG 16 u.,x Cif
'J-(CCOC4~14
mid 11.4 gis mi qu-CIICOOCrIIA~'with Cj~qfula-; saj)orifica-
tion of the conrcusation 'p%x~,oduct (reauxinC; with 5rl',
- KCIO Yields IX., rril 131-13 P0.
alcoholic The condeasa
tion of 15-7 gis of the triethyl ester of b,;t-,-,-.icthyl-
alpha-c-arboxy(,lutaric acid with 20.0 (gas DrC1l2COCCj-j1AZ-
in the presence if Ila am abs ether ives the tctra7-
ethyl ester of M -1:10thyl. /~ II '~ ', --dicarboxydi-
pj,~c acid (XI aj~d), yield -2.5rt'j, b-) 153-155'/0-3 ml,
n D 1.44go, d logo, r~17D ~rsic 87.2 (cilcu-
lated 86.9); saptliflication of the latter product aves
Card 5/6

C7d~C:7 OL
CWJ~L',/OrCranic c1jc;jistr-,-. 1.1,t
lum-1 CC):'n!0Wvj[; a:-.(I
Synthetic "ala'10._
~'S.
-bs Jcrur: 1%'Qf Zhur-Khim., No 11, 19591 38774.
XI, J.Tj) 110-1110 (frOL' C011c IfCl)- When X1 is heateci
for 20 rdn at 1450/20 iz:i, VIII is obtainatl, rr)
153-154' (from conc IICJ)- Data on the UV sDc~tra
Of IVa 0.11d X and on the III spectra of the Lja_.,._jjyl
aster of V and oi' X arc C;ivcn. For Coimitmicatioll
LXXY,VI See 10111"L1, 1959, 8395. -- L. Povotny.
Card 616
G-46
Ir -uraj. Crr--jj>=As riAl 'Elie r
CZECI pa,
Synthet,-c :_nC_1OU;
-'bs To
vr: Ref &ur-n-TA-, ito 11, 195% 36775.
;~Ljtqjor C~jc-rl T., _Lmi.cv, D., liprJut, V., Hora!,, It.,
J., nund SC.-ml, F.
Tit;1a cijrxiirtr~ of the L10QCV11. S-cruCture Of
Gurmcrone, the Cryetallin2 Couponent of
yp~dlcinal Cil.
Or-c kib; Chera Listy, L2, lio 6, 1163-11731 (1953) (in Czuch)
Thc authors have shovn tbat the priacip-a com
.L
meLic-*Ar.! essentina oil (G--miliml z,.acro-
rhicuTi L.), praviously ~1%;siomtcd Ccrmcrol, dm-s ii3t
1mve the oxide structure (I) Coca I,TWC-t a.,;
r (I VIP
Cher.-istrI. 14ctv--aj and Thr..'_-
synth_...tia
i1s Jou:~* Pef 14c. 11, 1959, 33,775.
N
Id XV11
CH,
tis ty
~1 U4,
C"Ird 2j.12 Yy
CZE,C11CSLGV,^JM/0r(,tanic Chemistry. Natural Coupouiids cmd Their
Sy-,ithetic 'jmloos -
;.bs Jour: Ref Zhur-laii-n.,, 11o U) 1959, 38775.
previously assumed, but that of the hatone (Ia).
The authors propose the nam Gerimcrom for la.
The structure of Ia has bcm proved spoctroscopi-
cally and by cherdcal reactions6 The hydro(;ei=tion
of I in Clacial C113COOH over a Pt (from MOC) cata-
lyst Gives a liquid product (II) which oi, ruduction
with U11O.C;ives hexahydroCernacrol (III). The oxi-
dation of II with C~03 in Glacial MY001, L;.Z-.-cs hc--xa-
hydro'-ermerone (W. IV like Ia do~!s not forri a
samcarbazone and 2,4-dinitrophenypyc1mazoac doriva-
pylate or
tive. The reduction of I by aluminun isopro-
by LUXI~ gives r,=Tacrol (V) which on dt;hyLlration
yields a hydrocarbon (VI). The dchy(1xo(,pnation Of V
Card 3/12
CZEC110SLCjV;JW_/c)rr.-cj-jic Chellistry. latural CO1.1pounds
C1-4 aud Their G
'hetic "'nalogs.
G
G
G

C21';C"ICZLCIV,'.KL'^./OrC;anic Chcrti-qtx"J- Hatural CoLrpowid., :a;,,d Dicir
Synthetic t=JoGs.
-~bs jour: lief Zhur-l(him., HO U, 1959, 38775.
11
for 5 nill to boili~ G, followed by chromtoLraphy of
the reaction products oil ;~140) (active tow=ls I-II)
(fron lictroleim other, 150 n,,, bp 109-50/9 1-0 hs-ic7J?
and hydro[;cnation over M (fron "tot) in a-acial
CJ1jC0GH cives DC, b1) 1.10-1120/1-5 yr, 1X~ 1.4840,
all 0.8912. The UV spectra of la and X are Given
t0hether with the Ih spectra or la, 11, IV, X, XTI,
XVIII ' and IR absorption curves for la, IX, and XII. --
L - Novotily.
Card 12/12
G-52
r.V -ulds 11cir
CZr -do CherjistrY- llr-tll~ Co 0' and T'
'CH()SL0V,,,.W./0rG=
Synthetic
p,br, Jour: iief zhur-nixl., iio 11, 1959, 38776-
--.uthor 11crout., V- W'd Suc"71 M*
List cs. LX)ajX. Diroct Proof
of the To )on
Che'-stl
Title of the Carbon S1:010ton of Genlacrone,
52 1174-1179 (1958) (~!' Czech;
0riG Pub: Chen ListYi __j ro 6, 23, po 12, 21-69-2174'
Collection CzccbOslOv Cher' Colmml)
(1958) (in EnGlish "it"' a russio"n sia-1117)
nolys,s of tctrahydroGermacrone (1) by the
,bstract: The Ozo yield3 I T-U), of acot"o cald
ICIdui and Rot -,-10th0d Oxidation by Cli C~311
alpha-dil-otonc (II), which on ic acid (III). iThc
'iVcs UL:Qthyiscbac
card 1/6
CzEC7f0SL0VJ'*,jX,/0rganic Cheni3trl- Natural compounds M-Ld Their
Synthetic ;Jk-aOGB -
fbs jour: ref zhur-Ehirl*, No 11, 1959, 38776-
latter product was prepared by reverse synthesis fro".
the direthyl ester of Ilydrocholidonic acid (IV).
of C1 14(pr oa IV C;ives a
The action Of 1 cclu'valont , 'jCl (t;as) in C1110111
lactonc (V) which on reaction W-Al I ' ,
k, '.1 to
followed by c1chyclrocillorinatiOnj Itas co~lvor'L
q Gem-
_110 hydrof
,ZCII=C(CI,3)C,, C,1 CCCC11 (VI).
�COC11
C~j
-lethylpinelic
csAr of G'
tion, Of in the ;ivQs -,r'
acid (VII) folloirca by partial sal)On'f'
(VIII) j1hich on electrolysis accord--'119 to
acid ester (Cjj3)-C:j'ZCC011
Kolbe in the presence Of CII;OCGC"ZCII 'th t
the dilcthyl ester ofV Ill together wi -he
C;ivcs /17 1-dirjthylsuboric acid
di 1'4
_,.Icthyl ester of the syntbetic
, s]poctrcL of the esters of
(IX). The Ip
and 11atur-Cl Ill (tj-je curves are Gi,-vcn) were found to
Card 2/6
G-53
Cumfomm"JaVorGanic Chomisti-,% Natural Corapowids -.:,c1 7beir
Synthetic imalocs -
bs Jour- Ref Zhur-Mi".1., 140 11, 1959, 38776-
40 .4'1
be itlentical. 5 C;:Is 1, '41 D 1.499o ' d i~ 0-51500
(for preparation see precedinG abstract), ill 50 T11
glacial C111CC011 are ozzonized for 3 hrs ant 0-5o With
3',', thc~rcactioli product is steam-distillea
(digillate yield 1200 n1), and 2.75 qxs of a yellow
oil is obtained, bp 102-132/7 rz, n40D 1.4919,
d'~10 0-9702; this oil is found to contain 2Tj
jjL,X,,.hydroGcxTx,.cronc (proselit in the startine 1) in
addition to 11. The 2,4-dlinitrophenyloSaZone cleriva-
tive of the crude II was prepared, Erp 25e (trom
nitrobanzone). il nixture of 600 ric 11, 20 La Glacial
CI~COOJI, 0.6 ml 70',.', IIC10#, and 0.6 nj of 401,,) h:ZOZ
is refluxed tuitil a brown color dovelops., the sollition
G
G
G
G
Card 3/6