Methanol → Methyl 2-(2-iodophenyl)acetate

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(2-iodophenyl)acetic acid (5.00 g, 19.1 mmol) in MeOH (150 mL) was added concentrated aqueous H2SO4 (250 μL) and the resulting mixture was stirred at 80° C. under nitrogen for 16 hours. The volatiles were removed by evaporation under reduced pressure and the residue was taken up in EtOAc (100 mL). The resulting solution was washed with 10% aqueous NaHCO3 (100 mL), dried (MgSO4) and the volatiles evaporated under reduced pressure to give the title compound I1 as a clear liquid (5.20 g, 99%); 1H NMR (400 MHz, CDCl3) δ 7.85 (dd, J=7.9, 1.0 Hz, 1H), 7.35-7.27 (m, 2H), 6.97 (m, 1H), 3.81 (s, 2H), 3.72 (s, 3H).

Provenance & Evidence