GB1135358A - Process for the preparation of 2,4-disubstituted phenyl ketones - Google Patents

Process for the preparation of 2,4-disubstituted phenyl ketones

Info

Publication number
GB1135358A
GB1135358A GB2539367A GB2539367A GB1135358A GB 1135358 A GB1135358 A GB 1135358A GB 2539367 A GB2539367 A GB 2539367A GB 2539367 A GB2539367 A GB 2539367A GB 1135358 A GB1135358 A GB 1135358A
Authority
GB
United Kingdom
Prior art keywords
mixture
disubstituted
phenyl ketones
disubstituted phenyl
pdichlorobenzene
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
GB2539367A
Inventor
Robert Van Helden
Dirk Medema
Dirk Everhard Poel
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Priority to GB2539367A priority Critical patent/GB1135358A/en
Priority to FR1569165D priority patent/FR1569165A/fr
Priority to DE19681768578 priority patent/DE1768578C3/en
Priority to NL6807623A priority patent/NL144261B/en
Priority to BE715858D priority patent/BE715858A/xx
Priority to CH801268A priority patent/CH500931A/en
Priority to DK253968A priority patent/DK125885B/en
Publication of GB1135358A publication Critical patent/GB1135358A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
    • C07C17/358—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by isomerisation
    • 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
    • C07C45/46—Friedel-Crafts reactions

Landscapes

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

Abstract

1,135,358. 2,4-Disubstituted phenyl ketones. SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ N.V. 1 June. 1967, No. 25393/67. Heading C2C. The invention relates to the preparation of 2,4-disubstituted phenyl ketones of the general formula in which R is an organic radical and each of the substituents X<SP>1</SP> and X<SP>11</SP> represent a halogen atom, an alkoxy or an aryloxy group in which a m-disubstituted benzene derivative of the formula which is present together with its p-isomer is acylated by treatment with an acylating agent and a Friedel-Crafts catalyst, the acylating agent being allowed to react in an amount not exceeding 1À2 mole per mole of the m-disubstituted benzene derivative. The starting material may be obtained by isomerization of an o- or pdihalobenzene or a mixture of two or more isomeric di-halobenzenes with subsequent removal if necessary of the 0-isomer. Preferably X<SP>1</SP> and X<SP>11</SP> are chlorine atoms. In an example to a mixture of m-dichlorobenzene and pdichlorobenzene, obtained by isomerizing pdichlorobenzene, and anhydrous aluminium chloride, acetyl chloride is added. Subsequent distillation gave fractions of dichloroacetophenone comprising a mixture of 2,4-, 2,6- and 2,5- isomers. In another example a mixture of acetyl chloride and aluminium chloride in nitrobenzene was added to an equimolecular mixture of m- and p-dimethoxy benzene in nitrobenzene. Subsequent distillation gave a fraction comprising 2,4- and 2,5-dimethoxy acetophenone.
GB2539367A 1967-06-01 1967-06-01 Process for the preparation of 2,4-disubstituted phenyl ketones Expired GB1135358A (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
GB2539367A GB1135358A (en) 1967-06-01 1967-06-01 Process for the preparation of 2,4-disubstituted phenyl ketones
FR1569165D FR1569165A (en) 1967-06-01 1968-05-28
DE19681768578 DE1768578C3 (en) 1967-06-01 1968-05-30 Process for the preparation of 2,4 disubstituted phenyl ketones
NL6807623A NL144261B (en) 1967-06-01 1968-05-30 PROCESS FOR PREPARING 2,4-DIHALOGEN PHENYL KETONES.
BE715858D BE715858A (en) 1967-06-01 1968-05-30
CH801268A CH500931A (en) 1967-06-01 1968-05-30 2 4-disubstituted phenylketones biocides intermediates
DK253968A DK125885B (en) 1967-06-01 1968-05-30 Process for the preparation of 2,4-disubstituted phenyl ketones.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2539367A GB1135358A (en) 1967-06-01 1967-06-01 Process for the preparation of 2,4-disubstituted phenyl ketones

Publications (1)

Publication Number Publication Date
GB1135358A true GB1135358A (en) 1968-12-04

Family

ID=10226959

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2539367A Expired GB1135358A (en) 1967-06-01 1967-06-01 Process for the preparation of 2,4-disubstituted phenyl ketones

Country Status (7)

Country Link
BE (1) BE715858A (en)
CH (1) CH500931A (en)
DE (1) DE1768578C3 (en)
DK (1) DK125885B (en)
FR (1) FR1569165A (en)
GB (1) GB1135358A (en)
NL (1) NL144261B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5210313A (en) * 1992-01-10 1993-05-11 Maxdem Incorporated Preparation of 2,5-dichlorobenzophenones
CN113620797A (en) * 2021-08-09 2021-11-09 宁夏瑞泰科技股份有限公司 Method for preparing 2, 4-dichloroacetophenone

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2616478C2 (en) * 1976-04-14 1986-05-22 Brickl, Rolf, Dr., 7951 Warthausen Medicines, biocides and cosmetics containing fluoroacylresorcins
AU1762492A (en) * 1991-03-27 1992-11-02 Schering Corporation Preparation of chiral hydroxyketones
WO1992017433A1 (en) * 1991-03-27 1992-10-15 Schering Corporation Preparation of chiral hydroxyketones
US5426233A (en) * 1992-03-25 1995-06-20 Schering Corporation Preparation of chiral hydroxyketones
DE4426575A1 (en) * 1994-07-27 1996-02-01 Hoechst Ag Process for the preparation of 2,4-difluoroacetophenone

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5210313A (en) * 1992-01-10 1993-05-11 Maxdem Incorporated Preparation of 2,5-dichlorobenzophenones
WO1993014055A1 (en) * 1992-01-10 1993-07-22 Maxdem Incorporated Preparation of 2,5-dichlorobenzophenones
CN113620797A (en) * 2021-08-09 2021-11-09 宁夏瑞泰科技股份有限公司 Method for preparing 2, 4-dichloroacetophenone

Also Published As

Publication number Publication date
DK125885B (en) 1973-05-21
DE1768578C3 (en) 1980-10-09
NL6807623A (en) 1968-12-02
FR1569165A (en) 1969-05-30
CH500931A (en) 1970-12-31
NL144261B (en) 1974-12-16
BE715858A (en) 1968-12-02
DE1768578B2 (en) 1976-10-21
DE1768578A1 (en) 1971-12-30

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