Benzylamine → 3-[4-(benzylaminomethyl)phenyl]-N-(4'-chlorobiphenyl-4-yl)propionamide

Participants

Reaction Steps

A reaction mixture of 70 mg (0.18 mmol) of N-(4′-chlorobiphenyl-4-yl)-3-(4-chloromethylphenyl)propionamide, 16 mg (0.15 mmol) of benzylamine, and 41 mg (0.3 mmol) of potassium carbonate in 5 mL of acetone is agitated for 24 hours at reflux temperature. The reaction mixture is evaporated down. The residue is triturated with water and diisopropyl ether, suction filtered, and dried in the air. The residue is purified by column chromatography on silica gel (eluant: dichloromethane/ethanol/ammonia (30:1:0.1)). Yield: 23 mg (40% of theory); melting point: 176° C.; C29H27ClN2O (M=454.99); calc.: molecular ion peak (M+H)+: 455/57 (Cl); found: molecular ion peak (M+H)+: 455/57 (Cl).

Provenance & Evidence