Substituted naphthoic acid process

Details Substituted naphthoic acid process Substituted naphthoic acid process

C - Chemistry, Metallurgy

07

C

260/508.3

C07C 65/24 (2006.01) C07C 51/08 (2006.01) C07C 51/09 (2006.01)

Patent

CA 1265529

ABSTRACT SUBSTITUTED NAPHTHOIC ACID PROCESS 6-Alkoxy-5-trifluoromethyl-1-naphthoic acids are prepared by (1) cyanating a 6-alkoxytetralone so as to form a 6-alkoxy-1-cyano-3,4-dihydronaphthalene, (2) converting the 6-alkoxy-1-cyano-3,4-dihydronaphthalene to a naphthoic acid precursor selected from a 6-alkoxy-1- cyanonaphthalene and a hydrocarbyl 6 alkoxy-1-naphthoate, (3) halogenating the naphthoic acid precursor to the cor- responding 5-halo derivative, (4) trifluoromethylating the 5-halo derivative to replace the 5-halo substituent with a 5-trifluoromethyl group, and (5) hydrolyzing the resultant product to a 6-alkoxy-5-trifluoromethyl-1- naphthoic acid. In a preferred embodiment of the invention, the process is conducted so as to prepare 6-methoxy-5-trifluoromethyl-1-naphthoic acid, which, like the other products, is known to be useful as a pharma- ceutical intermediate.

505467

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