GB838569A - Alkenoic acids - Google Patents

Alkenoic acids

Info

Publication number
GB838569A
GB838569A GB5399/58A GB539958A GB838569A GB 838569 A GB838569 A GB 838569A GB 5399/58 A GB5399/58 A GB 5399/58A GB 539958 A GB539958 A GB 539958A GB 838569 A GB838569 A GB 838569A
Authority
GB
United Kingdom
Prior art keywords
dimethyl
phenyl
sodium
acetate
reacting
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
GB5399/58A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB838569A publication Critical patent/GB838569A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/48—Unsaturated compounds containing hydroxy or O-metal groups containing six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises 3-hydroxy-7,11-dimethyl - 3 - phenyl - 6,10 - dodecadienoic acid, alkali metal and alkaline-earth metal salts thereof, and a process for the preparation thereof which comprises reacting 5,9-dimethyl-1 - phenyl - 4,8 - decadien - 1 - one with an a -halo-acetate in the presence of zinc and saponifying the ester thus formed to the corresponding salt, which is then hydrolysed to the free acid. Said 5,9 - dimethyl 1 - phenyl - 4,8 - decadien-1-one is obtained by reacting a geranyl halide with a C1-5 alkyl benzoyl acetate in the presence of a compound capable of converting the keto ester to a metallo derivative to form an a -geranylbenzoyl acetate, converting this to a salt with a base, and then reacting the salt with an acid. In the reaction between geranyl halide and lower alkyl benzoyl acetate, metallic sodium, sodium hydride or sodium alcoholate may be employed. As base Ba(OH)2, sodium hydroxide or potassium hydroxide are suitable. Examples describe the preparation of 3-hydroxy-3 - phenyl - 7,11 - dimethyl - 6,10 - dodecadienoate, and the sodium and calcium salts thereof.
GB5399/58A 1957-02-26 1958-02-19 Alkenoic acids Expired GB838569A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US838569XA 1957-02-26 1957-02-26

Publications (1)

Publication Number Publication Date
GB838569A true GB838569A (en) 1960-06-22

Family

ID=22181131

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5399/58A Expired GB838569A (en) 1957-02-26 1958-02-19 Alkenoic acids

Country Status (1)

Country Link
GB (1) GB838569A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1192640B (en) * 1961-12-05 1965-05-13 Basf Ag Process for the production of mixed oligomers from 1, 3-dienes and acrylic acid esters, acrylic acid amide or acrylic acid nitrile
WO2013157955A1 (en) * 2012-04-19 2013-10-24 Nyken Holding B.V. Geranyl geranyl acetone analogs and uses thereof

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1192640B (en) * 1961-12-05 1965-05-13 Basf Ag Process for the production of mixed oligomers from 1, 3-dienes and acrylic acid esters, acrylic acid amide or acrylic acid nitrile
WO2013157955A1 (en) * 2012-04-19 2013-10-24 Nyken Holding B.V. Geranyl geranyl acetone analogs and uses thereof
WO2013157926A1 (en) * 2012-04-19 2013-10-24 Nyken Holding B.V. Geranyl geranyl acetone analogs and uses thereof
US9688651B2 (en) 2012-04-19 2017-06-27 Nyken Holding B.V. Geranyl geranyl acetone analogs and uses thereof

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