tert-Butyl 3-bromobenzylcarbamate

24424-99-5

39959-54-1

171663-13-1

The general procedure for the synthesis of 1-(Boc-aminomethyl)-3-bromobenzene from 3-bromobenzylamine hydrochloride and di-tert-butyl dicarbonate was as follows: to 250 mL of dichloromethane were added 25 g (110 mmol) of 3-bromobenzylamine hydrochloride and 24.5 g (110 mmol) of di-tert-butyl dicarbonate followed by 15.6 mL (110 mmol) of triethylamine. The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the reaction mixture was washed with water and the organic and aqueous phases were separated by sedimentation. The organic phase was dried over anhydrous sodium sulfate and the solvent was subsequently evaporated to give 32.4 g (100% yield) of tert-butyl (3-bromobenzyl)carbamate in crystalline form.