Methyl iodide → Methyl 4-iodobenzoate

Participants

Reaction Steps

To a solution of 4-iodobenzoic acid (9.92 g, 40 mmol) in DMF (80 mL) is added potassium carbonate (5.8 g, 42 mmol) and iodomethane (2.6 mL, 42 mmol). The resulting mixture is stirred for 17 hours, diluted with ethyl acetate, washed with water and brine, dried over MgSO4 and concentrated. The crude solid is recrystallized in ethyl acetate/hexane to give 8.74 g of title compound. 1H NMR (CDCl3) δ 3.91 (s, 3H), 7.74 (d, J=8 Hz, 2H), 7.80 (d, J=8 Hz, 2H). MS (EI) m/z 262 (M+).

Provenance & Evidence