Acetic Acid → HCID 367495, compound

Participants

Reaction Steps

8.69 g (7×10-2 mol) of p-fluorobenzaldehyde, 9.11 g (7×10-2 mol) of ethyl acetoacetate, 0.24 g (2.8×10-3 mol) of piperidine and 0.84 g (1.4×10-2 mol) of glacial acetic acid were dissolved in 40 ml of dry benzene dehydrated by molecular sieve, and the mixture was refluxed under heating at 100° C. for about 3 hours for azeotropically removing water. After confirming the disappearance of the starting materials by thin layer chromatography, the reaction solution was cooled to room temperature, and 50 ml of ethyl ether was added thereto. The mixture was washed three times with 100 ml of water and twice with 100 ml of a saturated sodium chloride aqueous solution. The ether solution was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure by an evaporator. The residual oil was left to stand overnight in a refrigerator. The solid thereby obtained was recrystallized from hexane to obtain 14.08 g (yield: 85.2%) of slightly yellow prism crystals. Melting point: 80°-82° C.

Provenance & Evidence