GB1381437A - Process for preparing vitamin - Google Patents

Process for preparing vitamin

Info

Publication number
GB1381437A
GB1381437A GB1792273A GB1792273A GB1381437A GB 1381437 A GB1381437 A GB 1381437A GB 1792273 A GB1792273 A GB 1792273A GB 1792273 A GB1792273 A GB 1792273A GB 1381437 A GB1381437 A GB 1381437A
Authority
GB
United Kingdom
Prior art keywords
compounds
formula
hydrogen
vitamin
aralkyl
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.)
Expired
Application number
GB1792273A
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.)
SCM Corp
Original Assignee
SCM Corp
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 SCM Corp filed Critical SCM Corp
Priority to CA169364A priority Critical patent/CA986526A/en
Publication of GB1381437A publication Critical patent/GB1381437A/en
Expired 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
    • 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)

Abstract

1381437 Vitamin A compounds SCM CORP 13 April 1973 [24 April 1972] 17922/73 Heading C2V The invention comprises ethynyl substituted beta-ionol derivatives of formula where R is alkyl, alkenyl, phenyl or aralkyl, which are obtained by ethynylating beta-ionone and then etherifying the hydroxyl group at the tertiary carbon atom. The compounds of Formula I may be first converted to their cuprous acetylenyl derivatives and then reacted with compounds of formula where R<SP>1</SP> is hydrogen or -CO.R<SP>2</SP>, where R<SP>2</SP> is alkyl, phenyl or aralkyl, and R<SP>3</SP> is halogen, to obtain novel compounds of formula The compounds of Formula III may be subjected to semi-hydrogenation to convert the acetylenic bond to an ethylenic bond and obtain a compound of formula which may be hydrolysed to compounds in which R<SP>1</SP> is hydrogen if it is not so already, and then reacted with strong bases to remove the OR group and a hydrogen atom and so form an additional double bond resulting in vitamin A. Examples are given.
GB1792273A 1972-04-24 1973-04-13 Process for preparing vitamin Expired GB1381437A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA169364A CA986526A (en) 1972-04-24 1973-04-24 Synthesis of vitamin a, intermediates and conversion thereof to vitamin a

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US24693972A 1972-04-24 1972-04-24

Publications (1)

Publication Number Publication Date
GB1381437A true GB1381437A (en) 1975-01-22

Family

ID=22932853

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1792273A Expired GB1381437A (en) 1972-04-24 1973-04-13 Process for preparing vitamin

Country Status (7)

Country Link
JP (1) JPS4920150A (en)
BE (1) BE798315A (en)
CH (1) CH570374A5 (en)
DE (1) DE2321141A1 (en)
FR (2) FR2207131B1 (en)
GB (1) GB1381437A (en)
NL (1) NL7305650A (en)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB630865A (en) * 1945-09-20 1949-10-24 Ortho Pharma Corp Improvements in or relating to the production of compounds having vitamin a activity and the intermediates thereof

Also Published As

Publication number Publication date
CH570374A5 (en) 1975-12-15
NL7305650A (en) 1973-10-26
DE2321141A1 (en) 1973-11-22
FR2207131B1 (en) 1978-12-29
FR2219158A1 (en) 1974-09-20
JPS4920150A (en) 1974-02-22
BE798315A (en) 1973-10-17
FR2207131A1 (en) 1974-06-14
FR2219158B1 (en) 1978-12-01

Similar Documents

Publication Publication Date Title
ES450741A1 (en) Vincamine derivatives
ES8206509A1 (en) Reactive derivatives of 3-oxa-bicyclo(4.3.0)-non-1-ene-9-one, process for their preparation and their use.
GB1371022A (en) Diglycidylbenzimidazolones and a process for their manufacture
GB1381437A (en) Process for preparing vitamin
ES403209A1 (en) Novel acetophenone oxime derivatives
ES422921A1 (en) Process for the preparation of steroidal spirolactones and intermediates
GB1128734A (en) New derivatives of 6,11-dihydro-dibenzo-[b,e]-oxepine
GB1437815A (en)
ES422922A1 (en) Dienic derivatives of the androstane series and process
GB1421554A (en) Process for the stereoselective production of intermediates in the synthesis of pgea and derivatives
GB1419243A (en) Dimorpholinomethyl cyclohexenes and their use in a process for the manufacture of aldehydes
ES449642A1 (en) 21-acetals and mixed acetals of steroidal 21-aldehydes, intermediates and methods of preparation
GB1460536A (en) Process for &#39;he preparation of thiophene derivatives and deriva tives obtained by the said process
GB1174819A (en) Novel Derivatives of Piperazine and Method of Preparing the same
ES452398A1 (en) A process for preparing 33aminoazetidinone
ES396825A1 (en) Selected 5-substituted-5-phenylalkyl barbituric acids analgetic compositions and method based thereon
GB1444967A (en) Pyrocatechol ethers
ES485801A1 (en) Process for preparing cyclo-1,3,2-oxazaphosphoryl derivatives
FR2216271A1 (en) 3,5-Dintro-4-amine phenyl alkyl sulphones - herbicides
GB818724A (en) Hydantoin derivatives
GB1410575A (en) Process for preparing derivatives of thienodiazepinone
ES427602A1 (en) A procedure to prepare new eteres of calcona. (Machine-translation by Google Translate, not legally binding)
ES427333A1 (en) Dihalobenzyl ethers
FR2025876A1 (en) Steroids of the oestrogenic series having lasting uterotropic action
GB1137083A (en) Betaine sulphoalkyl heterocyclammonium salts and processes for their preparation

Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee