Benzaldehyde → Stilbene

Participants

Reaction Steps

In a round-bottom flask, 380 mg (5.64 mmol, 0.1 eq.) of sodium ethoxide was added to a suspension of 10.0 g (56.43 mmol) of 3,4-dimethoxybenzyl cyanide and 5.99 g (56.43 mmol, 1.0 eq.) of benzaldehyde in 150 mL of ethanol under an argon atmosphere at room temperature while stirring, and the resulting mixture was heated to reflux (the oil bath temperature: 85° C.). After three hours, the disappearance of the raw materials was confirmed, and the resulting reaction liquid was cooled on ice to precipitate a solid. The solid was then collected by suction filtration using a Büchner funnel and a filtering flask, which was then washed with 100 mL of methanol twice. The solid was dried under reduced pressure at 60° C. to give 13.70 g (92%) of light yellow powder.

Provenance & Evidence