Methanol → Methyl 2-(4-bromophenyl)acetate

Participants

Reaction Steps

Concentrated sulfuric acid (30 ml) was added to a solution of (4-bromophenyl)acetic acid (101 g, 468 mmol) in methanol (1000 ml) under ice-cooling and the mixture was stirred at room temperature for 2 hours. After the reaction mixture was concentrated and ethyl acetate was added to the residue, the mixture was successively washed with water, a saturated aqueous sodium hydrogencarbonate solution and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. The residue obtained by removing the solvent under reduced pressure was purified by silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=5/1) to give methyl (4-bromophenyl)acetate (107 g, yield: 100%).

Provenance & Evidence