Piperidine → 5-(3-Phenyl-propene-1-yl) 3-(2-cyanoethyl) 4-(3-chlorophenyl)-2-methyl-1,4-dihydropyridine-3,5-dicarboxylate

Participants

Reaction Conditions

Reaction Steps

466 mg (3.0 mmol) of (2-cyanoethyl) acetoacetate, 0.34 ml (3.0 mmol) of 3-chlorobenzaldehyde and 0.0297 ml of piperidine were heated under reflux in 3.0 ml of benzene for 7 hours while water was removed. The reaction liquid was washed with water and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was heated to 70° C together with 559 mg (3.0 mmol) of (3-phenyl-2-propene-1-yl) propiolate and 232 mg (3.0 mmol) of ammonium acetate under stirring in 3 ml of acetic acid for 13 hours, then at 120° C. under stirring for 4 hours. Acetic acid was evaporated under reduced pressure, and the residue was purified by the silica gel chromatography (hexane/ethyl acetate=1/1) to obtain the title compound.

Provenance & Evidence