Benzene → 4-[3-(5-Methyl-2-phenyl-4-oxazolyl)propionyl]cinnamaldehyde

Participants

Reaction Steps

A mixture of 4-[3-(5-methyl-2-phenyl-4-oxazolyl)propionyl]benzaldehyde (6.0 g), (triphenylphosphoranylidene)acetaldehyde [(C6H5)3P=CHCHO](6.29 g) and benzene (100 ml) was stirred under refluxing conditions for 24 hours. The reaction mixture was concentrated under reduced pressure; the residue was subjected to silica gel column chromatography. From the fraction eluted with ethyl acetate-hexane (1:2), 4-[3-(5-methyl-2-phenyl-4-oxazolyl)propionyl]cinnamaldehyde (4.08 g, 63%) was obtained, which was then recrystallized from dichloromethane-isopropyl ether to yield colorless prisms having a melting point of 119°-120° C.

Provenance & Evidence