Process for preparing 2,4,5-trifluorobenzoic acid

Details Process for preparing 2,4,5-trifluorobenzoic acid Process for preparing 2,4,5-trifluorobenzoic acid

1989-02-27

1989-10-24

Killos, Paul J.

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

Organic compounds

Carboxylic acids and salts thereof

C02C 6304

Patent

active

048763870

ABSTRACT:
2,4,5-trifluorobenzoic acid is prepared by converting 4,5-di-fluoroanthranilic acid to the corresponding amine salt, converting the amine salt to the corresponding diazonium tetrafluoroborate and decomposing the tetrafluoroborate in a Schiemann reaction. In a preferred preparation, the 10 percent HCl is added to solid 4,5-difluoroanthranilic acid in sufficient amount to dissolve the solid at 70.degree. C., the amine salt is isolated, aqueous NaNO.sub.2 is added to the isolated amine salt at 0.degree. C., followed by addition of 40 to 50 percent aqueous HBF.sub.4 at 0.degree. C., followed by separation of the tetrafluoroborate by cooling and filtering and then drying, and the dried separated tetrafluoroborate is thermally degraded to 2,4,5-trifluorobenzoic acid by heating at 125.degree. to 140.degree. C.

REFERENCES:
patent: 4439620 (1984-03-01), Klauke et al.
patent: 4476320 (1984-10-01), Diehl et al.
patent: 4791225 (1988-12-01), Irikura et al.
Chambers, R. D. et al, J. Chem. Soc. (C) 2394-2397, 1968.

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