Methanol → Methyl 4-bromo-3-(trifluoromethyl)benzoate

Participants

Reaction Steps

To a suspension of 4-bromo-3-(trifluoromethyl)benzoic acid (APAC Pharmaceuticals, 20 g, 74.35 mmol) in MeOH (400 ml) at 0° C. was added thionyl chloride (21.6 ml, 297 mmol) dropwise. The reaction mixture was stirred at RT for 24 hours. The solvent was concentrated under vacuum and the crude residue was diluted with EtOAc (250 mL). The organic layer was washed with a saturated NaHCO3 solution (100 mL), water (100 mL), brine (100 mL), dried over MgSO4, filtered off and concentrated under vacuum to afford the title compound as a yellow solid (19.13 g, 91%). HPLC (Method A) Rt 5.12 min (Purity: 99.2%).

Provenance & Evidence