Methanol → Methyl 2-(3-bromophenyl)acetate

Participants

Reaction Steps

To a solution of 2-(3-bromophenyl) acetic acid (30 g, 0.14 mol) in CH3OH (200 mL) was added a catalytic amount of H2SO4. The mixture was heated at reflux for 6 h. The reaction mixture was allowed to cool to room temperature and the solvent was evaporated under reduced pressure. The residue was diluted with ethyl acetate (200 mL), which was washed with saturated aqueous Na2CO3, water and brine. The solution was dried over Na2SO4, filtered and concentrated under reduced pressure to give methyl 2-(3-bromophenyl)acetate (22 g, 69%). 1H NMR (CDCl3, 300 MHz) δ 7.44 (s, 1H), 7.42-7.38 (m, 1H), 7.21-7.19 (m, 2H), 3.70 (s, 3H), 3.59 (s, 2H).

Provenance & Evidence