FR2359821A1 - Perfectionnement au procede de preparation de la vitamine a a partir de sulfones - Google Patents

Perfectionnement au procede de preparation de la vitamine a a partir de sulfones

Info

Publication number
FR2359821A1
FR2359821A1 FR7622992A FR7622992A FR2359821A1 FR 2359821 A1 FR2359821 A1 FR 2359821A1 FR 7622992 A FR7622992 A FR 7622992A FR 7622992 A FR7622992 A FR 7622992A FR 2359821 A1 FR2359821 A1 FR 2359821A1
Authority
FR
France
Prior art keywords
improvement
sulphones
desulfonation
general formula
preparing vitamin
Prior art date
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.)
Granted
Application number
FR7622992A
Other languages
English (en)
Other versions
FR2359821B1 (fr
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 Industries SA
Original Assignee
Rhone Poulenc Industries 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.)
Filing date
Publication date
Application filed by Rhone Poulenc Industries SA filed Critical Rhone Poulenc Industries SA
Priority to FR7622992A priority Critical patent/FR2359821A1/fr
Priority to NLAANVRAGE7708083,A priority patent/NL187353C/xx
Priority to JP52088461A priority patent/JPS5953903B2/ja
Priority to US05/818,871 priority patent/US4175205A/en
Priority to SU772504519A priority patent/SU722483A3/ru
Priority to GB31658/77A priority patent/GB1532915A/en
Priority to HU77RO935A priority patent/HU173649B/hu
Priority to CH929377A priority patent/CH623305A5/fr
Priority to BE179705A priority patent/BE857236A/fr
Priority to CA283,632A priority patent/CA1080242A/fr
Priority to DE19772734172 priority patent/DE2734172A1/de
Priority to IT26259/77A priority patent/IT1085596B/it
Publication of FR2359821A1 publication Critical patent/FR2359821A1/fr
Application granted granted Critical
Publication of FR2359821B1 publication Critical patent/FR2359821B1/fr
Granted legal-status Critical Current

Links

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
    • C07C403/06—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
    • C07C403/06—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
    • C07C403/12—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 esterified 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
    • C07C403/22—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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Perfectionnement au procédé de préparation de dérivés de la vitamine A de formule générale I dans laquelle R est hydrogène ou un radical COR 1 dans lequel R1 est alcoyle, par désulfonation d'une sulfone de formule générale II dans laquelle R est défini comme précédemment et Ar est un radical aryle éventuellement substitué caractérisé en ce que l'on effectue la désulfonation entre 10 et 50 degrés C en présence d'au moins 3 moles d'un alcoolate de potassium sous forme solide et en suspension dans un hydrocarbure liquide anhydre dans lequel il est insoluble.
FR7622992A 1976-07-28 1976-07-28 Perfectionnement au procede de preparation de la vitamine a a partir de sulfones Granted FR2359821A1 (fr)

Priority Applications (12)

Application Number Priority Date Filing Date Title
FR7622992A FR2359821A1 (fr) 1976-07-28 1976-07-28 Perfectionnement au procede de preparation de la vitamine a a partir de sulfones
NLAANVRAGE7708083,A NL187353C (nl) 1976-07-28 1977-07-20 Werkwijze ter bereiding van vitamine a en derivaten daarvan, door desulfonering van sulfonen.
JP52088461A JPS5953903B2 (ja) 1976-07-28 1977-07-25 スルホンからビタミンａを製造する方法
US05/818,871 US4175205A (en) 1976-07-28 1977-07-25 Process for the preparation of vitamin A from sulphones
SU772504519A SU722483A3 (ru) 1976-07-28 1977-07-26 Способ получени производных витамина а
HU77RO935A HU173649B (hu) 1976-07-28 1977-07-27 Ispravlennyjj sposob poluchenija a-vitamina iz sul'fonov *o-1-pyrrolid-1-yl group
GB31658/77A GB1532915A (en) 1976-07-28 1977-07-27 Process for the preparation of vitamin a from sulphones
CH929377A CH623305A5 (fr) 1976-07-28 1977-07-27
BE179705A BE857236A (fr) 1976-07-28 1977-07-27 Perfectionnement au procede de preparation de la vitamine a a partir de sulfones
CA283,632A CA1080242A (fr) 1976-07-28 1977-07-27 Procede de preparation de la vitamine a a partir de sulfones
DE19772734172 DE2734172A1 (de) 1976-07-28 1977-07-28 Verfahren zur herstellung von vitamin a aus sulfonen
IT26259/77A IT1085596B (it) 1976-07-28 1977-07-28 Perfezionamento al procedimento per preparare vitamina a partendo da solfoni

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7622992A FR2359821A1 (fr) 1976-07-28 1976-07-28 Perfectionnement au procede de preparation de la vitamine a a partir de sulfones

Publications (2)

Publication Number Publication Date
FR2359821A1 true FR2359821A1 (fr) 1978-02-24
FR2359821B1 FR2359821B1 (fr) 1978-12-15

Family

ID=9176241

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7622992A Granted FR2359821A1 (fr) 1976-07-28 1976-07-28 Perfectionnement au procede de preparation de la vitamine a a partir de sulfones

Country Status (12)

Country Link
US (1) US4175205A (fr)
JP (1) JPS5953903B2 (fr)
BE (1) BE857236A (fr)
CA (1) CA1080242A (fr)
CH (1) CH623305A5 (fr)
DE (1) DE2734172A1 (fr)
FR (1) FR2359821A1 (fr)
GB (1) GB1532915A (fr)
HU (1) HU173649B (fr)
IT (1) IT1085596B (fr)
NL (1) NL187353C (fr)
SU (1) SU722483A3 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2573074A1 (fr) * 1984-11-13 1986-05-16 Rhone Poulenc Sante Procede de preparation du retinonitrile
EP0187259A2 (fr) * 1985-01-10 1986-07-16 Kuraray Co., Ltd. Procédé de préparation de la vitamine A ou de ses esters carboxyliques et composés intermédiaires utiles dans le procédé

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE794872A (fr) * 1972-02-02 1973-08-01 Rhone Poulenc Sa Nouvelles sulfones derivees de dimethyl-1,5 hexadiene-1,5 ylene
JPS54182007U (fr) * 1978-06-13 1979-12-24
US4523042A (en) * 1983-07-29 1985-06-11 Usv Pharmaceutical Derivatives of alpha-alkyl polyolefinic carboxylic acid useful in the treatment of psoriasis
TW252974B (fr) * 1993-03-23 1995-08-01 Takeda Dharm Industry Co Ltd
DE19926090A1 (de) * 1998-06-12 1999-12-16 Sumitomo Chemical Co Verfahren und Zwischenprodukt zur Herstellung von Retinal

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES402986A1 (es) * 1971-05-19 1975-04-16 Rhone Poulenc Sa Procedimiento para la preparacion de compuestos carotenoi- des.
BE794872A (fr) * 1972-02-02 1973-08-01 Rhone Poulenc Sa Nouvelles sulfones derivees de dimethyl-1,5 hexadiene-1,5 ylene
BE794944A (fr) * 1972-02-04 1973-08-02 Rhone Poulenc Sa Nouvelles sulfones insaturees comportant une fonction carbonyle
FR2205898A5 (fr) * 1972-11-08 1974-05-31 Rhone Poulenc Sa
US3960967A (en) * 1973-09-14 1976-06-01 Hoffmann-La Roche Inc. Process for producing a sulfone derivative of vitamin A alcohol

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
NEANT *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2573074A1 (fr) * 1984-11-13 1986-05-16 Rhone Poulenc Sante Procede de preparation du retinonitrile
EP0187259A2 (fr) * 1985-01-10 1986-07-16 Kuraray Co., Ltd. Procédé de préparation de la vitamine A ou de ses esters carboxyliques et composés intermédiaires utiles dans le procédé
EP0187259A3 (en) * 1985-01-10 1988-06-08 Kuraray Co., Ltd. Process for producing vitamin a or its carboxylic acid esters, and intermediate compounds useful for the process

Also Published As

Publication number Publication date
CA1080242A (fr) 1980-06-24
HU173649B (hu) 1979-07-28
CH623305A5 (fr) 1981-05-29
JPS5953903B2 (ja) 1984-12-27
US4175205A (en) 1979-11-20
SU722483A3 (ru) 1980-03-15
FR2359821B1 (fr) 1978-12-15
GB1532915A (en) 1978-11-22
DE2734172C2 (fr) 1987-11-05
IT1085596B (it) 1985-05-28
DE2734172A1 (de) 1978-02-02
NL187353B (nl) 1991-04-02
NL7708083A (nl) 1978-01-31
NL187353C (nl) 1991-09-02
JPS5315341A (en) 1978-02-13
BE857236A (fr) 1978-01-27

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