Methyl iodide → Methyl 2-(4-bromophenyl)acetate

Participants

Reaction Steps

To a solution of 4-Bromo-phenyl-acetic acid (8.6 g, 40 mmol) in DMF (80 mL) is added K2CO3 (6.16 g, 44 mmol) followed by methyl iodide (2.8 mL, 45 mmol). The resulting mixture is stirred for 2.5 hours, then diluted with ether, washed with water and brine, dried over MgSO4 and concentrated to give 9.1 g of the title compound as an oil. This material is used without further purification. 1H NMR (CDCl3) d 3.58 (s, 2H), 3.69 (s, 3H), 7.13 (d, J=8 Hz, 2H), 7.43 (d, J=8 Hz, 2H). MS (EI) m/z 228/230 (M+) Br pattern.

Provenance & Evidence