Preparation of fluorinated acetophenones

Fluorine-containing substituted acetophenones are obtained by reaction of corresponding isopropyl-, propenyl-, 2-hydroxy-2-propyl-, 2-hydroperoxy-2-propyl-, 1-methyloxiranyl- or O,O-bis-(2-oxydi-isopropyl)-benzene derivatives with an N-hydroxyphthalimide in presence of an oxidising agent. A method f...

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Hauptverfasser: MARHOLD, ALBRECHT, JOSCHEK, JENS PETER
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description Fluorine-containing substituted acetophenones are obtained by reaction of corresponding isopropyl-, propenyl-, 2-hydroxy-2-propyl-, 2-hydroperoxy-2-propyl-, 1-methyloxiranyl- or O,O-bis-(2-oxydi-isopropyl)-benzene derivatives with an N-hydroxyphthalimide in presence of an oxidising agent. A method for the production of compounds of formula (I) involves the reaction of compounds of formula (IIa) or (IIb) in presence of 0.1-30 mol% of a N-hydroxyphthalimide and in presence of an oxidising agent. [Image] R 1>1-12C perfluoroalkyl or perfluoroalkoxy; R 2>H, F, Cl, Br, 1-4C alkyl, 1-4C alkoxy, nitro, cyano or COOR 4>; R 3>H, F or Cl; R 4>H or 1-4C alkyl; or two of the groups R 1>-R 3>may be combined as difluoromethylenedioxy, tetrafluoroethylene-1,2-dioxy, 2-oxytetrafluoroethyl or (oxydifluoromethoxy)-difluoromethyl; Z 1>= isopropyl, propenyl, 2-hydroxy-2-propyl, 2-hydroperoxy-2-propyl or 1-methyloxiranyl; Z 2>= O,O-bis-(2-oxydi-isopropyl). Die Erfindung betrifft ein Verfahren zur Herstellung von fluorhaltigen Acetophenonen aus fluorhaltigen Arylverbindungen in Gegenwart von N-Hydroxyphthalimid.
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A method for the production of compounds of formula (I) involves the reaction of compounds of formula (IIa) or (IIb) in presence of 0.1-30 mol% of a N-hydroxyphthalimide and in presence of an oxidising agent. [Image] R 1&gt;1-12C perfluoroalkyl or perfluoroalkoxy; R 2&gt;H, F, Cl, Br, 1-4C alkyl, 1-4C alkoxy, nitro, cyano or COOR 4&gt;; R 3&gt;H, F or Cl; R 4&gt;H or 1-4C alkyl; or two of the groups R 1&gt;-R 3&gt;may be combined as difluoromethylenedioxy, tetrafluoroethylene-1,2-dioxy, 2-oxytetrafluoroethyl or (oxydifluoromethoxy)-difluoromethyl; Z 1&gt;= isopropyl, propenyl, 2-hydroxy-2-propyl, 2-hydroperoxy-2-propyl or 1-methyloxiranyl; Z 2&gt;= O,O-bis-(2-oxydi-isopropyl). 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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
APPARATUS THEREFOR
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
title Preparation of fluorinated acetophenones
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