Methyl acetoacetate → HCID 13883017, compound

Participants

Reaction Steps

To a solution of 2.5 grams (0.013 mole) of 2-(2,2-dimethoxyethyl)benzaldehyde in 25 milliliters of dry methanol was added 1.48 grams (0.013 mole) of methyl 3-aminocrotonate and 1.49 grams (0.013 mole) of methyl acetoacetate and the resulting mixture was heated at reflux temperature for 3 days. At the end of this time, the solvent was removed on the rotary evaporator and the residue purified by flash chromatography on silica gel (250-400 mesh) using 2 percent methanol in chloroform as eluant to obtain 2.11 grams (42 percent yield) dimethyl 2,6-dimethyl-4-[2-(2,2-dimethoxyethyl)phenyl]-1,4-dihydropyridine-3,5-dicarboxylate intermediate (Rf 0.3) as a white solid, m.p. 113°-114° C.

Provenance & Evidence