Methanol → Methyl 2-(4-bromophenyl)acetate

Participants

Reaction Steps

Thionyl chloride (18 mL, 0.25 mol) was added dropwise to a solution of 4-bromo-phenylacetic acid (50 g; 0.23 mol) in methanol (250 mL). The resulting mixture was stirred at room temperature for 1 hour before the methanol was removed in vacuo. Ethyl acetate (300 mL) was added and the resulting solution was washed with water (3×150 mL) and 1M aqueous NaHCO3 (1×150 mL), dried (MgSO4) and evaporated to give the ester (52.8 g; 100%) as an orange oil which was used without further purification.

Provenance & Evidence