Patent ID: 6756497
Filing Date: 2004-06-29
Classification: C07D

Abstract:
A process for the preparation of a substituted benzoic acid of Formula (1) wherein R1is hydrogen or C1-4 alkyl, R2 is hydrogen or C1-6 alkyl, and Q is an optionally substituted, saturated or unsaturated, 5- or 6-membered heterocyclic group wherein said heterocyclic group is selected from the group consisting of:a) a five member heterocyclic ring having at least one heteroatom which is selected from the group consisting of N, O, or S, and where the heterocyclic group is linked to the benzene ring via a carbon atom; or b) a six member heterocyclic ring having at least one heteroatom which is selected from the group consisting of N, O, or S, and where the heterocyclic group is linked to the benzene ring via a carbon atom; which comprises reacting a substituted bicycloheptenone of Formula (2) wherein R1 is as defined above and Q is an optionally substituted, saturated or unsaturated, 5- or 6-membered heterocyclic group wherein said heterocyclic group is selected from the group consisting of:a) a five member heterocyclic ring having at least one heteroatom which is selected from the group consisting of N, O, or S, and where the heterocyclic group is linked to the benzene ring via a carbon atom; or b) a six member heterocyclic ring having at least one heteroatom which is selected from the group consisting of N, O, or S, and where the heterocyclic group is linked to the benzene ring via a carbon atom; with a base and water or alcohol of Formula R2OH, wherein R2 is hydrogen or C1-6 alkyl, in an appropriate solvent, and wherein the base is an alkali metal alkoxide, all alkali metal hydroxide or an alkaline earth metal hydroxide, the alcohol is methanol, ethanol, propanol, isopropanol, butanol or t-butanol, and the solvent is methanol, ethanol, propanol, isopropanol, butanol or t-butanol, or THF.