Water → 3-Fluoro-4-(2-methyl-imidazol-1-yl)-benzoic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 3,4-difluorobenzoate (1.5 g) in N,N-dimethylformamide (12 mL) is added 2-methylimidazole (1.3 g) and K2CO3 (2.2 g) and the mixture is heated at 140° C. in a microwave oven for 1 h. After cooling to room temperature, water and ethyl acetate are added and the organic layer is dried (MgSO4) and concentrated. The residue is purified by chromatography (ethyl acetate/hexane 0:1→1:0). The ester is dissolved in methanol (30 mL) and 4 M aqueous NaOH (3 mL) is added and the mixture is stirred at room temperature for 1 h. The mixture is neutralized with 6 M aqueous HCl, concentrated and then acidified with 6 M aqueous HCl. The precipitate is filtered off washing with a small amount of water and dried by suction to give the title compound.

Provenance & Evidence