Benzoyl chloride → HCID 59443459, compound

Participants

Reaction Steps

To a solution of 2-methoxy-4-(6-methoxy-2-naphthyl)aniline (82 mg, 0.29 mmol, 1 eq) in 10 ml of dry dichloromethane are added benzoyl chloride (0.1 ml, 123 mg, 0.88 mmol, 3 eq) and trace amounts of DMAP. 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 hexane/ethyl acetate 9/1 to 1/1 yielded the desired product in a yield of 90% (101 mg).

Provenance & Evidence