GB623826A - A process for the manufacture of pentaenes - Google Patents

A process for the manufacture of pentaenes

Info

Publication number
GB623826A
GB623826A GB5052/47A GB505247A GB623826A GB 623826 A GB623826 A GB 623826A GB 5052/47 A GB5052/47 A GB 5052/47A GB 505247 A GB505247 A GB 505247A GB 623826 A GB623826 A GB 623826A
Authority
GB
United Kingdom
Prior art keywords
ether
hydroxy
yne
methyl
trimethyl
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
GB5052/47A
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Priority to GB5052/47A priority Critical patent/GB623826A/en
Publication of GB623826A publication Critical patent/GB623826A/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
    • C07C403/10—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 etherified 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

Pentaenes of the formula <FORM:0623826/IV (b)/1> wherein R=an alkyl, aryl or aralkyl radical are obtained by condensing 4-(21,61,61-trimethyl cyclohexene-(11)-yl)-2-methyl-butene-(2)-al-(1) with a Grignard compound of an ether of 1-hydroxy-3-methyl-pentene-(2)-yne-(4), heating the resulting ether of 1-hydroxy-3,7-dimethyl - 6 - hydroxy - 9 - trimethyl - cyclohexenyl - monadiene-(2,7)-yne-(4) with a small proportion of iodine preferably in the presence of an inert solvent, and then subjecting the ether of 1 - hydroxy - 3 : 7 - dimethyl - 9 - trimethyl - cyclohexenyl - nonatriene - (2,6,8) - yne - 4 formed to hydrogenation in the presence of a hydrogenation catalyst, e.g. palladised charcoal, until 1 mol. of hydrogen has been added to the triple bond of said ether. As the starting material there may be used the methyl ether. Detailed examples are given.
GB5052/47A 1947-02-20 1947-02-20 A process for the manufacture of pentaenes Expired GB623826A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB5052/47A GB623826A (en) 1947-02-20 1947-02-20 A process for the manufacture of pentaenes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB5052/47A GB623826A (en) 1947-02-20 1947-02-20 A process for the manufacture of pentaenes

Publications (1)

Publication Number Publication Date
GB623826A true GB623826A (en) 1949-05-24

Family

ID=9788845

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5052/47A Expired GB623826A (en) 1947-02-20 1947-02-20 A process for the manufacture of pentaenes

Country Status (1)

Country Link
GB (1) GB623826A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1005956B (en) * 1954-12-22 1957-04-11 Hoffmann La Roche Process for the production of vitamin A or its esters

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1005956B (en) * 1954-12-22 1957-04-11 Hoffmann La Roche Process for the production of vitamin A or its esters

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