GB787947A - An acetylation process - Google Patents

An acetylation process

Info

Publication number
GB787947A
GB787947A GB14371/56A GB1437156A GB787947A GB 787947 A GB787947 A GB 787947A GB 14371/56 A GB14371/56 A GB 14371/56A GB 1437156 A GB1437156 A GB 1437156A GB 787947 A GB787947 A GB 787947A
Authority
GB
United Kingdom
Prior art keywords
sodium
reaction
ethoxide
acid
nonatrien
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
GB14371/56A
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
Publication of GB787947A publication Critical patent/GB787947A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/12—Acetic acid esters
    • C07C69/16—Acetic acid esters of dihydroxylic compounds

Landscapes

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

Abstract

1 - Acetoxy - 6 - hydroxy- and 1,6 - diacetoxy - 3,7 - dimethyl - 9 - [21,61,61 - trimethyl cyclohexen - 11 - yl - 11] - nonatrien - 2,4,7 are obtained by reacting 3,7-dimethyl-9-[21,61,61-trimethyl - cyclohexen - 11 - yl - 11] - nonatrien-2,4,7-diol-1,6 with isopropenyl acetate. Said diol is preferably reacted with 1.75 to about 2.6 molar proportions of isopropenyl acetate. The reaction may be effected in the presence of a basic condensing agent which may be an alkali metal or alkaline earth metal salt of an ammono acid or an organic hydroxo acid having an acid dissociation constant between 10-16 to 10-40 and having an anion which is substantially nonreactive towards the reactants, e.g. sodium methoxide, sodium ethoxide, sodium amide, lithium amide, potassium ethoxide, calcium di-(ethoxide), sodium tert.-butoxide, sodium phenoxide, and calcium di-(phenoxide). As solvent for the reaction there may be used an inert halogenated hydrocarbon having a dipole moment in the range from about 1.1 X 10-18 e.s.u. X cm. to 1.8 X 10-18 e.s.u. X cm., e.g. chloroform, methylene chloride, dichloro-ethylene and chlorobenzene. Also mentioned as suitable solvents are n-hexane and benzene. The reaction may be carried out between -10 DEG and 0 DEG C. The process is exemplified in detail.
GB14371/56A 1955-05-12 1956-05-09 An acetylation process Expired GB787947A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US787947XA 1955-05-12 1955-05-12

Publications (1)

Publication Number Publication Date
GB787947A true GB787947A (en) 1957-12-18

Family

ID=22146269

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14371/56A Expired GB787947A (en) 1955-05-12 1956-05-09 An acetylation process

Country Status (1)

Country Link
GB (1) GB787947A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000247928A (en) * 1999-02-22 2000-09-12 F Hoffmann La Roche Ag Production of cycloalkenyl polyene ester

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000247928A (en) * 1999-02-22 2000-09-12 F Hoffmann La Roche Ag Production of cycloalkenyl polyene ester
JP4519975B2 (en) * 1999-02-22 2010-08-04 ディーエスエム アイピー アセッツ ビー．ブイ． Process for producing cycloalkenyl polyene ester

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