Methanol → Methyl 2-(4-fluorophenyl)-4-nitrobenzoate

Participants

Reaction Steps

Oxalyl chloride (9.35 g; 0.074 mol) was added to a solution of 2-(4-fluorophenyl)-4-nitrobenzoic acid (17.5 g; 0.067 mol) in methylene chloride (150 ml). After addition of DMF (3 drops), the mixture was stirred at ambient temperature for 2 hours. After evaporation to dryness the residue was redissolved in methylene chloride (100 ml); methanol (50 ml) and DMAP (8.2 g; 0.067 mol) was added at 0° C. After stirring at ambient temperature for 2 hours, the mixture was evaporated to dryness. The residue was taken up in methylene chloride washed with a 2N HCl, saturated aqueous sodium bicarbonate and evaporated to give methyl 2-(4-fluorophenyl)-4-nitrobenzoate (17.6 g; 95%).

Provenance & Evidence