Acetyl chloride → N-2-Naphthalenylacetamide

Participants

Reaction Steps

A solution of 3.05 g (21.3 mmol) of 2-aminonaphthalene and 3.56 mL (25.6 mmol) of triethylamine in 100 mL of CH2Cl2 is cooled to 0° C., and 1.59 mL (22.4 mmol) of acetyl chloride is added dropwise. The reaction is allowed to warm to room temperature and is stirred under an atmosphere of nitrogen for 4 hours. The mixture is diluted with 100 mL of CH2Cl2 and washed with 50 mL each of 1 N HCl, H2O, saturated aqueous NaHCO3 and brine. The organic layer is dried over MgSO4, filtered and the solvent evaporated to give 2-acetylaminonaphthalene as a brown solid.

Provenance & Evidence