GB893327A - Process for the production of diketones - Google Patents

Process for the production of diketones

Info

Publication number
GB893327A
GB893327A GB2776658A GB2776658A GB893327A GB 893327 A GB893327 A GB 893327A GB 2776658 A GB2776658 A GB 2776658A GB 2776658 A GB2776658 A GB 2776658A GB 893327 A GB893327 A GB 893327A
Authority
GB
United Kingdom
Prior art keywords
anhydride
acids
acid
anhydrides
boric
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
GB2776658A
Inventor
Johannes Dona Mikusch-Buchberg
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.)
Unilever PLC
Original Assignee
Unilever PLC
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 Unilever PLC filed Critical Unilever PLC
Priority to GB2776658A priority Critical patent/GB893327A/en
Publication of GB893327A publication Critical patent/GB893327A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/48—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation involving decarboxylation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/12—Ketones containing more than one keto group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/203—Unsaturated compounds containing keto groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation

Landscapes

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

Abstract

Beta-diketones of the formula RCH2.CO.CHR.1COCH2R2, where R, R1 and R2 are acyclic hydrocarbon radicals containing 1-21 carbon atoms are prepared by condensing acids of formula RCH2COOH or their anhydrides at 150 DEG C.-220 DEG C. in the presence of oxygen-containing boron compounds of an acidic nature (i.e. which can form esters or anhydrides by reaction with OH or COOH groups), or oxygen-containing boron compounds which form compounds of an acidic nature during the reaction; removing any water formed, treating the reaction mixture with a hydrolysing agent and separating the beta-diketones. Part of the acid or anhydride may be replaced by a monoketone of formula RCH2COCH2R1. Specified boron compounds are boric oxide, boric acid and its salts with weak or volatile bases, such as zinc borate and ammonium pentaborate; boric acid esters and mixed anhydrides of boric and organic acids, such as trimethyl and triethyl borate, boric acid mannitol ester and the mixed anhydride of boric and acetic or higher fatty acids. Borax and perborates are said to be less suitable. Specified carboxylic acids, which may be used as such or as anhydrides, are propionic, butyric, valeric, caproic, oenanthic, caprylic, capric, lauric, myristic, palmitic, stearic, pivalic, isocaproic, 4-hexenoic, oleic, linoleic and erucic acids; mixtures of acids, such as those derived from soyabean oil, cottonseed oil, groundnut oil, rapeseed oil and tall oil may be used, or their anhydrides. The process may be carried out under reduced pressure or at atmospheric pressure in a current of inert gas. The preferred hydrolysing agent is hot water. Examples use as starting material: (1) caproic anhydride, (2) propionic anhydride, (3) caprylic anhydride, (4) oleic acid, (5) stearic anhydride, and (6) linoleic anhydride, to obtain the corresponding beta-diketones. In additional examples in the Provisional Specification, (2) a mixture of undecan-6-one and caproic anhydride, (4) caprylic acid, (5) stearic acid, and (6) a mixture of acids comprising 60% caprylic, 35% caproic and 5% lauric acid, are reacted.
GB2776658A 1957-08-30 1957-08-30 Process for the production of diketones Expired GB893327A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2776658A GB893327A (en) 1957-08-30 1957-08-30 Process for the production of diketones

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2776658A GB893327A (en) 1957-08-30 1957-08-30 Process for the production of diketones

Publications (1)

Publication Number Publication Date
GB893327A true GB893327A (en) 1962-04-04

Family

ID=10264930

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2776658A Expired GB893327A (en) 1957-08-30 1957-08-30 Process for the production of diketones

Country Status (1)

Country Link
GB (1) GB893327A (en)

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