GB1353858A – Sulphone intermediates for the synthesis of vitamin a
– Google Patents
GB1353858A – Sulphone intermediates for the synthesis of vitamin a
– Google Patents
Sulphone intermediates for the synthesis of vitamin a
Info
Publication number
GB1353858A
GB1353858A
GB258272A
GB258272A
GB1353858A
GB 1353858 A
GB1353858 A
GB 1353858A
GB 258272 A
GB258272 A
GB 258272A
GB 258272 A
GB258272 A
GB 258272A
GB 1353858 A
GB1353858 A
GB 1353858A
Authority
GB
United Kingdom
Prior art keywords
vitamin
synthesis
sulphone
intermediates
chco
Prior art date
1971-01-20
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB258272A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
1971-01-20
Filing date
1972-01-19
Publication date
1974-05-22
1972-01-19
Application filed by Rhone Poulenc SA
filed
Critical
Rhone Poulenc SA
1974-05-22
Publication of GB1353858A
publication
Critical
patent/GB1353858A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
230000015572
biosynthetic process
Effects
0.000
title
abstract
2
125000001174
sulfone group
Chemical group
0.000
title
abstract
2
238000003786
synthesis reaction
Methods
0.000
title
abstract
2
229940045997
vitamin a
Drugs
0.000
title
abstract
2
239000000543
intermediate
Substances
0.000
title
1
150000001875
compounds
Chemical class
0.000
abstract
2
-1
vinyl-
Chemical group
0.000
abstract
2
FPIPGXGPPPQFEQ-UHFFFAOYSA-N
13-cis retinol
Natural products
OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C
FPIPGXGPPPQFEQ-UHFFFAOYSA-N
0.000
abstract
1
CPELXLSAUQHCOX-UHFFFAOYSA-M
Bromide
Chemical compound
[Br-]
CPELXLSAUQHCOX-UHFFFAOYSA-M
0.000
abstract
1
239000004215
Carbon black (E152)
Substances
0.000
abstract
1
OAICVXFJPJFONN-UHFFFAOYSA-N
Phosphorus
Chemical compound
[P]
OAICVXFJPJFONN-UHFFFAOYSA-N
0.000
abstract
1
FPIPGXGPPPQFEQ-BOOMUCAASA-N
Vitamin A
Natural products
OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C
FPIPGXGPPPQFEQ-BOOMUCAASA-N
0.000
abstract
1
229910052783
alkali metal
Inorganic materials
0.000
abstract
1
150000001340
alkali metals
Chemical class
0.000
abstract
1
SHGAZHPCJJPHSC-YCNIQYBTSA-N
all-trans-retinoic acid
Chemical compound
OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C
SHGAZHPCJJPHSC-YCNIQYBTSA-N
0.000
abstract
1
FPIPGXGPPPQFEQ-OVSJKPMPSA-N
all-trans-retinol
Chemical compound
OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C
FPIPGXGPPPQFEQ-OVSJKPMPSA-N
0.000
abstract
1
125000003118
aryl group
Chemical group
0.000
abstract
1
239000002585
base
Substances
0.000
abstract
1
150000002148
esters
Chemical class
0.000
abstract
1
150000004820
halides
Chemical class
0.000
abstract
1
229930195733
hydrocarbon
Natural products
0.000
abstract
1
229910052698
phosphorus
Inorganic materials
0.000
abstract
1
239000011574
phosphorus
Substances
0.000
abstract
1
229930002330
retinoic acid
Natural products
0.000
abstract
1
235000019155
vitamin A
Nutrition
0.000
abstract
1
239000011719
vitamin A
Substances
0.000
abstract
1
Classifications
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
C07C403/22—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by sulfur atoms
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
C07C403/04—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by halogen atoms
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
C07C403/06—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
C07C403/08—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by hydroxy groups
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
C07C403/20—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by carboxyl groups or halides, anhydrides, or (thio)esters thereof
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C2601/00—Systems containing only non-condensed rings
C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Abstract
1353858 Sulphones for vitamin A synthesis RHONE-POULENC SA 19 Jan 1972 [20 Jan 1971] 2582/72 Headings C2C and C2V Novel compounds (I) where R is aryl and Y is H or Q being H or a hydrocarbon radical, are made by reacting vinyl-#-ionol either with RSO 2 M (M is an alkali metal) or first with a phosphorus trihalide and then reacting the corresponding halide, e.g. bromide, so obtained with RSO 2 M; the compounds (I) obtained (i.e. Y is H) react with XCH 2 C(Me) : CHCO 2 Q (X is Cl, Br or I) in the presence of base to give (I) wherein Y is -CH 2 C(Me) : CHCO 2 Q and these can be converted into vitamin A acid or esters thereof.
GB258272A
1971-01-20
1972-01-19
Sulphone intermediates for the synthesis of vitamin a
Expired
GB1353858A
(en)
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
FR7101792A
FR2122694A5
(en)
1971-01-20
1971-01-20
Publications (1)
Publication Number
Publication Date
GB1353858A
true
GB1353858A
(en)
1974-05-22
Family
ID=9070564
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB258272A
Expired
GB1353858A
(en)
1971-01-20
1972-01-19
Sulphone intermediates for the synthesis of vitamin a
Country Status (12)
Country
Link
US
(1)
US3781313A
(en)
JP
(2)
JPS5320030B1
(en)
BE
(1)
BE778254A
(en)
CA
(1)
CA961048A
(en)
CH
(1)
CH530968A
(en)
DE
(1)
DE2202689C3
(en)
FR
(1)
FR2122694A5
(en)
GB
(1)
GB1353858A
(en)
HU
(2)
HU163156B
(en)
IT
(1)
IT986012B
(en)
NL
(1)
NL164026C
(en)
SE
(2)
SE404922B
(en)
Families Citing this family (12)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
US3876673A
(en)
*
1970-08-05
1975-04-08
Rhone Poulenc Sa
Intermediates useful in the synthesis of vitamin a
FR2200844A5
(en)
*
1972-08-25
1974-04-19
Anvar
FR2205898A5
(en)
*
1972-11-08
1974-05-31
Rhone Poulenc Sa
CH585709A5
(en)
*
1973-08-24
1977-03-15
Hoffmann La Roche
US3960967A
(en)
*
1973-09-14
1976-06-01
Hoffmann-La Roche Inc.
Process for producing a sulfone derivative of vitamin A alcohol
FR2276297A1
(en)
*
1974-06-25
1976-01-23
Anvar
NEW OLEFINIC SULPHONES, THEIR PREPARATION AND THEIR USE IN THE SYNTHESIS OF BIOLOGICALLY ACTIVE PRODUCTS
FR2342282A1
(en)
*
1976-02-25
1977-09-23
Rhone Poulenc Ind
PROCESS FOR THE PREPARATION OF SULPHONES ACETALS AND THEIR USE FOR THE PREPARATION OF ETHYLENIC ALDEHYDES
CA1091680A
(en)
*
1976-10-19
1980-12-16
Shinji Terao
Method for production of quinones
JPS58144564U
(en)
*
1982-03-24
1983-09-29
協和工業有限会社
bobbin
FR2555170B1
(en)
*
1983-11-18
1986-07-18
Rhone Poulenc Sante
NEW UNSATURATED DERIVATIVES, THEIR PREPARATION AND THEIR USE
FR2589861B1
(en)
*
1985-11-13
1987-12-24
Rhone Poulenc Sante
PROCESS FOR THE PREPARATION OF RETINONITRILE AND A NEW CARBONATE FOR USE IN ITS IMPLEMENTATION
EP0282915B1
(en)
*
1987-03-17
1991-04-17
Kuraray Co., Ltd.
Process for preparing sulfone compounds
1971
1971-01-20
US
US3781313D
patent/US3781313A/en
not_active
Expired – Lifetime
1971-01-20
FR
FR7101792A
patent/FR2122694A5/fr
not_active
Expired
1972
1972-01-12
NL
NL7200461.A
patent/NL164026C/en
not_active
IP Right Cessation
1972-01-18
HU
HURO666A
patent/HU163156B/hu
unknown
1972-01-18
HU
HURO639A
patent/HU162473B/hu
unknown
1972-01-18
JP
JP672172A
patent/JPS5320030B1/ja
active
Pending
1972-01-19
BE
BE778254A
patent/BE778254A/en
not_active
IP Right Cessation
1972-01-19
CH
CH80172A
patent/CH530968A/en
not_active
IP Right Cessation
1972-01-19
CA
CA132,795*7A
patent/CA961048A/en
not_active
Expired
1972-01-19
SE
SE7200605A
patent/SE404922B/en
unknown
1972-01-19
GB
GB258272A
patent/GB1353858A/en
not_active
Expired
1972-01-20
DE
DE2202689A
patent/DE2202689C3/en
not_active
Expired
1972-01-20
IT
IT19604/72A
patent/IT986012B/en
active
1974
1974-08-13
SE
SE7410330A
patent/SE407060B/en
not_active
IP Right Cessation
1977
1977-11-29
JP
JP14229777A
patent/JPS53127442A/en
active
Granted
Also Published As
Publication number
Publication date
JPS53127442A
(en)
1978-11-07
SE7410330L
(en)
1974-08-13
CH530968A
(en)
1972-11-30
DE2202689B2
(en)
1979-05-10
IT986012B
(en)
1975-01-10
BE778254A
(en)
1972-07-19
SE404922B
(en)
1978-11-06
FR2122694A5
(en)
1972-09-01
JPS5320030B1
(en)
1978-06-24
HU162473B
(en)
1973-02-28
NL164026C
(en)
1980-11-17
HU163156B
(en)
1973-06-28
CA961048A
(en)
1975-01-14
DE2202689C3
(en)
1980-01-03
NL7200461A
(en)
1972-07-24
US3781313A
(en)
1973-12-25
DE2202689A1
(en)
1972-08-03
SE407060B
(en)
1979-03-12
JPS5640152B2
(en)
1981-09-18
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Legal Events
Date
Code
Title
Description
1974-10-02
PS
Patent sealed [section 19, patents act 1949]
1992-02-19
PE20
Patent expired after termination of 20 years
