Water → Methyl 4-Bromo-2-chlorobenzoate

Participants

Reaction Steps

To a solution of 4-bromo-2-chlorobenzoic acid (450 g) in N,N-dimethylformamide (3000 mL) were added potassium carbonate (792.4 g) and iodomethane (271 g) at 10° C., and the mixture was stirred at the same temperature for 2 hr. Iodomethane (54.3 g) was added, and the mixture was stirred at the same temperature for 1 hr. Iodomethane (27.2 g) was added again, and the mixture was stirred at the same temperature for 1 hr. Iodomethane (27.2 g) was further added, and the mixture was stirred at the same temperature for 1 hr. The reaction mixture was poured into water, and partitioned and extracted with ethyl acetate. The organic layer was washed with 25% brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (477 g) as a pale-yellow oil.

Provenance & Evidence