2-bromo-N-isopropylacetamide

75-31-0

598-21-0

75726-96-4

Dichloromethane (5 mL) and isopropylamine (1.2 mmol) were added to a 25 mL round-bottomed flask, corked tightly and protected under a nitrogen atmosphere. Bromoacetyl bromide (1 mmol) was slowly added dropwise over 2 min under ice bath cooling and stirring conditions. After the dropwise addition, the reaction was continued in an ice bath for 5 min, after which the reaction mixture was transferred to room temperature and stirred for 1 hr. The progress of the reaction was monitored by thin layer chromatography (TLC) until the complete disappearance of bromoacetyl bromide. Upon completion of the reaction, the resulting white solid was collected by filtration and washed with dichloromethane. The filtrate and washings were combined, and the organic layer was sequentially extracted with dilute hydrochloric acid solution, dichloromethane, washed with saturated brine and dried with anhydrous Na2SO4. After concentration under reduced pressure to remove the solvent, the target compound 2-bromo-N-isopropylacetamide was purified by column chromatography to afford the target compound as a white solid in 71% yield.