GB651616A - Process for producing 1-acyloxy-3-butene-2-ones - Google Patents

Process for producing 1-acyloxy-3-butene-2-ones

Info

Publication number
GB651616A
GB651616A GB25401/48A GB2540148A GB651616A GB 651616 A GB651616 A GB 651616A GB 25401/48 A GB25401/48 A GB 25401/48A GB 2540148 A GB2540148 A GB 2540148A GB 651616 A GB651616 A GB 651616A
Authority
GB
United Kingdom
Prior art keywords
mercuric
butyne
acyloxy
butene
specified
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
GB25401/48A
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.)
GAF Chemicals Corp
Original Assignee
General Aniline and Film 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 General Aniline and Film Corp filed Critical General Aniline and Film Corp
Publication of GB651616A publication Critical patent/GB651616A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • 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

Landscapes

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

Abstract

1-Acyloxy-3-butene-2-ones are made by subjecting 1-acyloxy-4-hydroxy-2-butyne to the action of a mercuric ion catalyst in the presence of an inert solvent. The term "acyl" is defined as RCOO where R is a hydrocarbon residue of a fatty acid. Specified solvents are acetone, water and aqueous and glacial acetic acid. Catalysts specified are mercuric sulphate, mixtures of mercuric oxide and boron trifluoride and mercuric sulphate in sulphuric acid. Half esters of acetylenic diols described in Specification 25568/48 (as open to inspection under Sect. 91), may be used as butyne reactants, e.g. half esters of lower aliphatic and higher fatty acids many of which are specified. With half esters of lower aliphatic acids which are preferred the reaction is exothermic but with higher fatty acid esters heat may be necessary, a temperature of 100 DEG C. being given. In an example, 1-acetoxy-2-butyne-4-ol is dissolved in acetone containing mercuric sulphate and stirred for 4 hours, the temperature rising to 60 DEG C. when after treatment with charcoal, filtration and vacuum distillation 1-acetoxy-3-butene-2-one is obtained.
GB25401/48A 1947-11-14 1948-09-29 Process for producing 1-acyloxy-3-butene-2-ones Expired GB651616A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US651616XA 1947-11-14 1947-11-14

Publications (1)

Publication Number Publication Date
GB651616A true GB651616A (en) 1951-04-04

Family

ID=22060732

Family Applications (1)

Application Number Title Priority Date Filing Date
GB25401/48A Expired GB651616A (en) 1947-11-14 1948-09-29 Process for producing 1-acyloxy-3-butene-2-ones

Country Status (1)

Country Link
GB (1) GB651616A (en)

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