Methanol → 2-Fluoro-5-methoxy-4-nitrobenzoic acid

Participants

Reaction Conditions

Reaction Steps

A solution of 2,5-difluoro-4-nitrobenzoic acid (1.88 g, 9.26 mmol) in MeOH (18.8 mL) was charged with potassium hydroxide (1.55 g, 27.7 mmol) in two batches. The reaction mixture was stirred at 80° C. for 1 hour. The reaction mixture was concentrated under reduced pressure and then acidified with HCl. The resulting precipitate was filtered, washed with water and dried to give the product as a light yellow powder, 1.61 g (81% yield). This material was used in successive reaction without any further purification. 1H NMR (DMSO-d6, 400 MHz): δ=3.92 (s, 3H), 7.47 (d, J=5.56 Hz, 1H), 7.83 (d, J=9.09 Hz, 1H). MS (ES+): m/z 214.01 [MH−] (TOF, polar).

Provenance & Evidence