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GB994431A - Process for the manufacture of 1:3-dialkyl-cyclobutenolones - Google Patents

Process for the manufacture of 1:3-dialkyl-cyclobutenolones

Info

Publication number
GB994431A
GB994431A GB34094/61A GB3409461A GB994431A GB 994431 A GB994431 A GB 994431A GB 34094/61 A GB34094/61 A GB 34094/61A GB 3409461 A GB3409461 A GB 3409461A GB 994431 A GB994431 A GB 994431A
Authority
GB
United Kingdom
Prior art keywords
dialkyl
reaction
cyclobut
ones
temperature
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
GB34094/61A
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.)
Wacker Chemie AG
Original Assignee
Wacker Chemie 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 Wacker Chemie AG filed Critical Wacker Chemie AG
Publication of GB994431A publication Critical patent/GB994431A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/385—Saturated compounds containing a keto group being part of a ring
    • C07C49/403—Saturated compounds containing a keto group being part of a ring of a six-membered ring
    • C07C49/407—Menthones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/76—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton with the aid of ketenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/04—Systems containing only non-condensed rings with a four-membered ring

Landscapes

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

Abstract

1,3 Dialkyl - cyclobut - 1 - en - 2 - ol - 4 - ones of the general formula <FORM:0994431/C2/1> wherein R represents a straight chain or branched chain alkyl group, are prepared by introducing an alkyl ketene of the formula R-CH=C=O, where R has the above meaning, in the gaseous phase into an inert solvent at a temperature within the range of 0 DEG C. to - 80 DEG C. under a pressure of from 30 mm. Hg to approximately 2 atmospheres gauge, and not allowing the concentration of the reaction product in the reaction chamber to exceed 60% by weight of the reaction medium. The reaction may be carried out in a batchwise or continuous manner, the latter method conveniently using a liquid ring pump. The examples describe the preparation of 1,3-dimethyl-, diethyl- and diisopropyl-cyclobut-1-en-2-ol-4-ones and illustrate the effect of temperature and solvent on the yield of the dialkyl cyclobutenolones. Solvents employed in the examples are ethyl acetate, dibutyl ether, trichloroethylene, chloroformic acid ethyl ester and hexachlorobutadiene.
GB34094/61A 1960-09-30 1961-09-22 Process for the manufacture of 1:3-dialkyl-cyclobutenolones Expired GB994431A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEW28657A DE1132128B (en) 1960-09-30 1960-09-30 Process for the preparation of crystallized 1,3-dialkylcyclobutenolones

Publications (1)

Publication Number Publication Date
GB994431A true GB994431A (en) 1965-06-10

Family

ID=7599001

Family Applications (1)

Application Number Title Priority Date Filing Date
GB34094/61A Expired GB994431A (en) 1960-09-30 1961-09-22 Process for the manufacture of 1:3-dialkyl-cyclobutenolones

Country Status (4)

Country Link
BE (1) BE608677A (en)
CH (1) CH417556A (en)
DE (1) DE1132128B (en)
GB (1) GB994431A (en)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2019983A (en) * 1932-10-14 1935-11-05 Carbide & Carbon Chem Corp Preparation of diketene
DE1081455B (en) * 1958-03-06 1960-05-12 Wacker Chemie Gmbh Process for the continuous production of trimeric aldoketenes in addition to other polymeric aldoketenes

Also Published As

Publication number Publication date
BE608677A (en) 1962-03-29
CH417556A (en) 1966-07-31
DE1132128B (en) 1962-06-28

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