Acetic Acid → HCID 86150265, compound

Participants

Reaction Steps

A solution of 2-chloro-3-nitrobenzaldehyde (2.00 g., 10.8 mmole), ethyl acetoacetate (1.37 ml., 10.78 mmole), piperidine (0.25 ml.) and acetic acid (0.5 ml.) in benzene (21 ml.) under argon is fitted with a Dean-Stark trap and heated at 110° (oil bath) for 3 hours. The reaction is diluted with ether and washed with saturated sodium bicarbonate, 1N hydrochloric acid, and saturated sodium chloride, dried over anhydrous magnesium sulfate, and evaporated to give 2-[(2-chloro-3-nitrophenyl)methylene]-3-oxobutanoic acid, ethyl ester as a red oil (3.42 g.). TLC (silica gel; ether/hexanes) Rf =0.31 and 0.43.

Provenance & Evidence