Hydrochloric Acid → HCID 59443444, compound

Participants

Reaction Conditions

Reaction Steps

3-Methoxy-7-(3-methoxyphenyl)-2-naphthoic acid (323 mg, 1.05 mmol, 1 eq), EDCI (1 eq) and hydroxybenzotriazole (1 eq) are dissolved in 50 ml of dry dichloromethane. To this solution, cooled at 0° C., are added dropwise aniline (1 eq) and triethylamine (1 eq) in 40 ml of dry dichloromethane. The reaction mixture is boiled under reflux for 1.5 h, and after cooling, the reaction is stopped by adding 20 ml of 0.1 M HCl. The organic phase is separated, washed with saturated sodium carbonate and chloride solutions, dried over magnesium sulfate, filtered and concentrated in vacuum on a rotary evaporator. Purification by column chromatography with hexane/ethyl acetate 8/2 and 6/4 as the eluent yielded the desired product in a yield of 70%, 282 mg.

Provenance & Evidence