Method of making 3-methoxy-2,4,5-trifluorobenzoic acid

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

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C07C 6500

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active

053809262

ABSTRACT:
Disclosed is a method of making 3-methoxy-2,4,5-trifluorobenzoic acid. A tetrafluorophthalimide is reacted with an alkali metal hydroxide to produce a mixture of alkali metal salts of 4-hydroxy-3,5,6-trifluoro-N-alkylphthalamic acid and 3-hydroxy-2,4,5-trifluoro-N-alkylbenzamide. Those products are reacted with a methylating agent to produce 4-methoxy-3,5,6-trifluoro-N-alkylphthalamic acid and 3-methoxy-2,4,5-trifluoro-N-alkylbenzamide. Those products are reacted with an acid to produce 4-methoxy-3,5,6-trifluorophthalic acid and 3-methoxy-2,4,5-trifluorobenzoic acid. Finally, the 4-methoxy-3,5,6-trifluorophthalic acid is reacted with a decarboxylating agent to produce additional 3-methoxy-2,4,5-trifluorobenzoic acid.

REFERENCES:
patent: 3013054 (1961-12-01), Richter
patent: 3210414 (1965-05-01), Hanna
patent: 4831190 (1989-05-01), Ataka
patent: 5194666 (1993-03-01), Sedlak
patent: 5233082 (1993-08-01), Fertel

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