Benzylamine → Benzyl-(6-methoxy-naphthalen-2-ylmethylene)-amine

Participants

Reaction Steps

A solution of benzylamine (0.57 mL, 5.37 mmol) in 5 mL of methylene chloride was added dropwise under nitrogen over 5 minutes to a mixture of 6-methoxy-naphthalene-2-carbaldehyde (1.0 g, 5.37 mmol) and anhydrous MgSO4 (3 g) in 20 mL of methylene chloride. The reaction stirred under nitrogen for 24 h (overnight). The MgSO4 was removed by filtration and the solvent removed under reduced pressure to give benzyl-(6-methoxy-naphthalen-2-ylmethylene)-amine (1.455 g, 98%) as an off-white solid, mp 115-117° C.

Provenance & Evidence