Hydrochloric Acid → HCID 66696264, compound

Participants

Reaction Steps

Under a nitrogen atmosphere, to a solution of 6.95 g of 1-(2-amino-5-bromo-4-methylphenyl)ethanone and 8.5 mL of triethylamine in 104 mL of tetrahydrofuran was slowly added 3.25 mL of acetyl chloride. After stirring at room temperature for 2 hours, the reaction mixture was poured into a mixture of water/ethyl acetate, followed by stirring for 30 minutes and adjusting to pH 3 with 6 M hydrochloric acid, and the aqueous layer was separated. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and then the residue was purified by silica gel column chromatography (n-hexane/ethyl acetate) to obtain 6.33 g of N-(2-acetyl-4-bromo-5-methylphenyl)acetamide.

Provenance & Evidence