4-Chlorobenzaldehyde → Stilbene

Participants

Reaction Steps

29 grams (0.2 mole) of 4-chlorobenzaldehyde were dissolved in 300 ml of absolute dioxane and treated at about 10° C. under nitrogen with 33 ml of TiCl4. There were added 39 grams of zinc dust to the golden suspension whereupon the suspension became a black lilac color. The mixture was heated under reflux for 4-5 hours and after cooling off hydrolyzed with 10% K2CO3 solution and extracted with ether. The organic phase was dried over MgSO4, the solvent rotated off and the stilbene recrystallized.

Provenance & Evidence