2-Fluoro-3-methoxybenzoic acid → 2-Fluoro-3-methoxybenzyl alcohol

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-fluoro-3-methoxybenzoic acid (14.5 g, 85.2 mmol) in dry ethyl ether (300 mL) at 0° C., LiAlH4 (9.3 g, 245 mmol) was added over a 20 min period. The resulting mixture was heated at 80° C. for 20 min and then stirred at room temperature for 1 h. The mixture was carefully quenched with 15% NaOH (10 mL) at 0° C., and water (100 mL) was added. The mixture was extracted with ethyl acetate (3×100 mL), and the combined organic layers were dried (Na2SO4) and concentrated in vacuo to give the title compound (13.5 g).

Provenance & Evidence