4-(Aminomethyl)benzonitrile → 4-[[(Diphenylmethylene)amino]methyl]benzonitrile

Participants

Reaction Steps

33.73 g (0.2 mol) of 4-cyanobenzylamine and 36.25 g (0.2 mol) of benzophenone imine were dissolved in 540 ml of DCM at room temperature and stirred overnight. The reaction mixture was subsequently washed with 2×90 ml of water and dried with Na2SO4, and the solvent was removed in a rotary evaporator. 55.59 g (93.7%) of the crude product remained. Recrystallization from 550 ml of iPrOH resulted in 97.67 g (80.4%) of pure product. 1H-NMR (CDCl3, δ in ppm): 7.7-7.15 (m, 9H, Ar—H); 4.65 (s, 2H, CH2—N)

Provenance & Evidence