The general procedure for the synthesis of N-methyl-4-bromobenzamide from 4-bromobenzoyl chloride and monomethylamine was as follows: 4-bromobenzoyl chloride (5.0 g, 22.8 mmol) was dissolved in dichloromethane (DCM, 100 mL), followed by the addition of triethylamine (TEA, 7.0 mL, 50.2 mmol). A THF solution of methylamine (20 mL, 2.0 N) was added slowly and dropwise with stirring. The reaction mixture was stirred for 1 h at room temperature and then the reaction was quenched with 2.0 N hydrochloric acid (50 mL). The reaction mixture was extracted with dichloromethane (2 x 100 mL) and the organic phases were combined and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to give the white solid product N-methyl-4-bromobenzamide (4.8 g, 98% yield). The product was confirmed by NMR hydrogen spectrum (299.954 MHz, CDCl3): δ 7.62 (d, 2H), 7.55 (d, 2H), 6.16 (s, 3H), 3.00 (d, 6H); mass spectrum (m/z): 215.
