IP Library Granted Patent US 7,148,384
Granted Patent B2
US 7,148,384 · App. 10/871,167 · Granted Dec 12, 2006

Preparation of fluorinated acetophenones

Assignee: Bayer Aktiengesellschaft
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Quick Facts
Patent No.
US 7,148,384
App. No.
10/871,167
Granted
Dec 12, 2006
Kind
B2
Abstract

The invention relates to a process for preparing fluorinated acetophenones from fluorinated aryl compounds in the presence of N-hydroxyphthalimide and the use thereof.

Claims (22)

1. A process for preparing compounds of the formula (I)

in which

R 1 is C 1 –C 12 -perfluoroalkyl or C 1 –C 12 -perfluoroalkoxy

R 2 is hydrogen, fluorine, chlorine, bromine, C 1 –C 4 -alkyl, C 1 –C 4 -alkoxy, nitro, cyano or COOR 4 where R 4 is hydrogen or C 1 –C 4 -alkyl and

R 3 is hydrogen, fluorine or chlorine, or

two of the R 1 , R 2 and R 3 radicals together are difluoromethylenedioxy, tetrafluoroethylene-1,2-dioxy, 2-oxytetrafluoroethyl or (oxydifluoromethoxy)difluoromethyl,

comprising combining compounds of the formula (IIa) or (IIb)

in which

R 1 , R 2 and R 3 are each as defined above and

Z 1 is isopropyl, propenyl, 2-hydroxy-2-propyl, 2-hydroperoxy-2-propyl or 1-methyloxiranyl and

Z 2 is O,O-bis(2-oxydiisopropyl)

with 0.1 to 30 mol % of an N-hydroxyphthalimide to form a mixture;

degassing the mixture; and

adding an oxidizing agent.

2. The process according to claim 1 , wherein compounds of the formula (IIa) are used in which Z 1 is isopropyl and propenyl.

3. The process of claim 1 , wherein compounds of the formula (IIa) are used in which Z 1 is isopropyl.

4. The process according to claim 3 , wherein the compounds used are obtained by reacting compounds of the formula (III)

in which

R 1 , R 2 and R 3 are each as defined in claim 1 with propene or isopropyl chloride in the presence of hydrogen fluoride.

5. The process of claim 1 , wherein conversion of compounds of the formulae (IIa) and (IIb) to compounds of the formula (I) is also carried out in the presence of transition metals or transition metal compounds.

6. The process claim 1 , wherein the oxidizing agent used is an oxygen-containing gas.

7. The process claim 1 , whereing unconverted or partially converted reactants, are recycled back into the reaction.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 1, 2006
From: BAYER CHEMICALS AG
To: LANXESS DEUTSCHLAND GMBH
Reel/Frame 018463/0687 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 30, 2006
From: BAYER CHEMICALS AG
To: LANXESS DEUTSCHLAND GMBH
Reel/Frame 018454/0850 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 5, 2004
From: MARHOLD, ALBRECHT; JOSCHEK, JENS PETER
To: BAYER CHEMICALS AG
Reel/Frame 015345/0135 →
Priority Claims (1)
DE 103 26 917 · Jun 16, 2003 · national
Continuity (1)
Related Publication 20050043559A1 · Feb 24, 2005