Trifluoromethylbenzoyl bromide and conversion of same to bromobe

Details Trifluoromethylbenzoyl bromide and conversion of same to bromobe Trifluoromethylbenzoyl bromide and conversion of same to bromobe

1989-12-28

1990-11-06

Mars, Howard T.

Organic compounds -- part of the class 532-570 series

Organic compounds

Halogen containing

570127, 562861, 562863, C07C 1700

Patent

active

049688529

ABSTRACT:
A novel compound, trifluoromethylbenzoyl bromide, is formed by bromination of trifluoromethylbenzoic acid with, e.g., phosphorus tribromide or by halogen exchange reaction of trifluoromethylbenzoyl chloride with bromine in the presence of a metal bromide. Decarbonylation of 2-, 3- or 4-trifluoromethylbenozyl bromide using a catalyst such as a phosphine-rhodium complex gives 2-, 3- or 4-bromobenzotrifluoride without forming isomers.

REFERENCES:
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patent: 4500471 (1985-02-01), Cotter et al.
patent: 4581179 (1986-04-01), Tang et al.
Tsuji et al., J.A.C.S., 90 (1) (1968), pp. 94-98.
Wegand et al., Preparative Organic Chemistry, John Wiley, New York, (1972), pp. 243, 246 & 247, 249.
"Photochemical Bromination of Simple Arenes", by Roger Bolton et al., J. Chem. Soc. Perkin Trans. 1, 1984, pp. 893-896.
"A New Method for the Trifluoromethylation of Aromatics", by A. Marhold et al., Journal of Fluorine Chemistry, vol. 18, 1981, pp. 281-291.
Chemical Abstracts, vol. 83, 1975, 9118r, p. 758.

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