3-Nitrobenzaldehyde → N-{2-[2-(3-nitrobenzyliden)acetoacetoxy]ethyl}-N-cyclohexyl-4-(6-carbostyriloxy)butyramide

Participants

Reaction Steps

To 10 ml of pyridine were added 0.9 g of 3-nitrobenzaldehyde and 2.7 g of N-(2-acetoacetoxyethyl)-N-cyclohexyl-4-(6-carbostyriloxy)butyramide, and the mixture was heated at 90°-100° C. for 20 hours. After cooling the reaction mixture was extracted with chloroform, and the chloroform layer was washed with a saturated aqueous solution of potassium hydrogensulfate and with a saturated aqueous solution of sodium chloride, then was dried with anhydrous magnesium sulfate. After being concentrated, the residue was purified by a silica gen column chromatography (eluant: chloroform/methanol=100/1), then the eluate was dried under vacuum condition to yield 0.2 g of N-{2-[2-(3-nitrobenzyliden)acetoacetoxy]ethyl}-N-cyclohexyl-4-(6-carbostyriloxy)butyramide in the form a brown oily substance.

Provenance & Evidence