To a solution of (4-bromo-2-chlorophenyl)methanol (2.80 g, 12.67 mmol) in dichloromethane (60.0 mL) was added sequentially carbon tetrabromide (4.41 g, 13.30 mmol) and triphenylphosphine (3.48 g, 13.30 mmol) under argon protection and at 0 °C. The reaction mixture was stirred at room temperature for 4 hours. After completion of the reaction, the mixture was concentrated under reduced pressure and the resulting crude product was purified by fast column chromatography (eluent: hexane solution of 10% ethyl acetate) to afford 2-chloro-4-bromobenzyl bromide as a colorless oil (3.59 g, 100% yield).1H NMR (400 MHz, CDCl3): δ 4.53 (s, 2H), 7.29 (d, J = 8.2 Hz. 1H), 7.39 (dd, J = 8.2, 1.9 Hz, 1H), 7.56 (d, J = 1.9 Hz, 1H).
