Acetyl chloride → HCID 59443454, compound

Participants

Reaction Steps

To a solution of 2-methoxy-4-(6-methoxy-2-naphthyl)aniline (140 mg, 0.50 mmol, 1 eq) in 20 ml of dry dichloromethane are added acetyl chloride (64 μl, 71 mg, 0.91 mmol, 1.8 eq) and trace amounts of DMAP (dimethylaminopyridine). After stirring for 18 h at RT, the reaction mixture is stopped by adding a 2% sodium carbonate solution, the phases are separated, and the aqueous phase is extracted with dichloromethane. The combined organic phases are dried over magnesium sulfate, filtered and concentrated in vacuum on a rotary evaporator. Purification by column chromatography with a gradient of dichloromethane/methanol 10/0 to 9.8/0.2 yielded the desired product in a yield of 66%, 108 mg.

Provenance & Evidence