Methyl iodide → Methyl 5-bromo-2-methyl-3-nitrobenzoate

Participants

Reaction Conditions

Reaction Steps

To stirred solution of 5-bromo-2-methyl-3-nitrobenzoic acid (285 g, 1104 mmol) in DMF (2.8 L) was added sodium carbonate (468 g, 4415 mmol) followed by addition of methyl iodide (626 g, 4415 mmol) at room temperature. The resulting reaction mixture was heated at 60° C. for 8 h. After completion, the reaction mixture was filtered and washed with ethyl acetate. The combined filtrates were washed with water and the aqueous phase was back extracted with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure to afford the title compound as an off-white solid (290 g, 97% yield). The isolated compound was taken directly into the next step.

Provenance & Evidence