2-Propenoic acid, 3-phenyl- → HCID 67844477, compound

Participants

Reaction Steps

22.2 g of cinnamic acid, 12.5 g of but-3-en-1-al and 0.2 g of 4-N,N-dimethylaminopyridine were placed in 80 ml of dichloromethane. A solution of 33.05 g of dicyclohexylcarbodiimide in 80 ml of dichloromethane was added dropwise at 5°-10° C. within 120 minutes. The mixture was stirred at room temperature for a further 18 hours. Subsequently, the precipitated N,N'-dicyclohexylurea was filtered off and washed with 150 ml of dichloromethane. The dichloromethane solution was washed with 200 ml of 5% acetic acid and subsequently three times with 250 ml of water each time, filtered and dried over sodium sulphate. After concentrating the solution the residue was chromatographed on silica gel with dichloromethane. Drying in a high vacuum gave 22.1 g of but-3-ene 3-phenylacrylate as a colourless liquid.

Provenance & Evidence