GB1432629A - Production of substituted ketones - Google Patents

Production of substituted ketones

Info

Publication number
GB1432629A
GB1432629A GB5312973A GB5312973A GB1432629A GB 1432629 A GB1432629 A GB 1432629A GB 5312973 A GB5312973 A GB 5312973A GB 5312973 A GB5312973 A GB 5312973A GB 1432629 A GB1432629 A GB 1432629A
Authority
GB
United Kingdom
Prior art keywords
group
ketone
methyl
hydroxy
amino
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
GB5312973A
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.)
Kuraray Co Ltd
Original Assignee
Kuraray Co Ltd
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
Priority claimed from JP11598972A external-priority patent/JPS4975515A/ja
Priority claimed from JP48089861A external-priority patent/JPS5810368B2/en
Application filed by Kuraray Co Ltd filed Critical Kuraray Co Ltd
Publication of GB1432629A publication Critical patent/GB1432629A/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
    • C07C45/61—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
    • C07C45/68—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 by increase in the number of carbon atoms

Landscapes

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

Abstract

1432629 Substituting ketones KURARAY CO Ltd 15 Nov 1973 [17 Nov 1972 9 Aug 1973] 53129/73 Heading C2C A substituted ketone is produced by reacting a ketone having a replaceable hydrogen atom on an α-carbon atom, the said ketone being an alkyl ketone, an unsaturated ketone, a cycloaliphatic ketone, camphor, acetophenone or phenylacetone, with an organic halide in the presence of an aqueous alkali metal hydroxide and an amine catalyst having the general formula R<SP>1</SP>NH 2 , Z-(CH 2 ) n -NH 2 , R<SP>2</SP>R<SP>3</SP>NH or R<SP>2</SP>R<SP>3</SP>R<SP>4</SP>N, or a salt of such an amine, or a quaternary ammonium salt of formula in which R<SP>1</SP> is a substituted or unsubstituted alkyl group having not fewer than 4 carbon atoms, any substituents being hydroxy, amino, alkoxy or acyl, Z is a hydroxy group or an amino group, n is 2 or 3, each of R<SP>2</SP>, R<SP>3</SP>, R<SP>4</SP> and R<SP>5</SP> is an alkyl group, a cycloalkyl group having not fewer than 6 carbon atoms, or an aralkyl group having not fewer than 7 carbon atoms, provided that R<SP>2</SP> is other than methyl, any such group optionally having hydroxy, amino, alkoxy, acyl or acylamino substitution, each of R<SP>6</SP>, R<SP>7</SP> and R<SP>8</SP> is a substituted or unsubstituted alkyl group, provided that R<SP>6</SP> is other than methyl, any substituent being hydroxy, amino, alkoxy, acyl or acyloxy, X- is an anion, -A- is an alkylene group and Q- is a group of formula -SO 3 <SP>-</SP> or -COO<SP>-</SP>; in which the molar ratio of water to organic halide is at least 2À5 : 1; the molar ratio of alkali metal hydroxide to water is at least 0À3 : 1; and the molar ratio of alkali metal hydroxide to organic halide is at least 2À0 : 1. The alkali metal hydroxide may be added in aqueous solution or in solid form separately from the water. Temperatures of 0-150‹ C. are mentioned. Examples prepare 6 - methyl - 4-heptene - 2 - one, 4-methylhex - 1 - en - 5 - one, 6 - methyl - 3 - isopropenyl - 5 - hepten - 2 - one, 6 - methyl - 3 - isopropylidene - 5 - hepten - 2 - one and methylpropyl ketone.
GB5312973A 1972-11-17 1973-11-15 Production of substituted ketones Expired GB1432629A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP11598972A JPS4975515A (en) 1972-11-17 1972-11-17
JP48089861A JPS5810368B2 (en) 1973-08-09 1973-08-09 Production method of methylheptenone

Publications (1)

Publication Number Publication Date
GB1432629A true GB1432629A (en) 1976-04-22

Family

ID=34796897

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5312973A Expired GB1432629A (en) 1972-11-17 1973-11-15 Production of substituted ketones

Country Status (1)

Country Link
GB (1) GB1432629A (en)

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years

Effective date: 19931114