Ammonia → HCID 70416078, compound

Participants

Reaction Steps

In 9.5 ml of 2-propanol was dissolved 1.9 g of 3-[(E)-3-[4-(pyridin-3-ylmethyl)phenyl]-2-methylallyloxy]-2,2-dimethylpropyl acetoacetate, and an ammonia gas was blown thereinto with ice-cooling for 30 minutes, after which the resulting mixture was subjected to reaction at room temperature for one day. Subsequently, the solvent was removed by distillation under reduced pressure to obtain oily 3-[(E)-3-[4-(pyridin-3-ylmethyl)phenyl]-2-methylallyloxy]-2,2-dimethylpropyl 3-aminocrotonate. This oily product and 1.15 g of methyl 2-(3-nitrobenzylidene)acetoacetate were dissolved in 9.5 ml of 2-propanol, and the resulting solution was subjected to reaction under reflux for 3 hours. Subsequently, the solvent was removed by distillation under reduced pressure, and the residue thus obtained was purified by a column chromatography [Merck Silica Gel, 70-230 mesh, eluant: n-hexane:acetone (2:1 by volume)] to obtain 2.34 g (yield 79.0%) of yellow and oily 3-[3-[ (E)-3-[4-(pyridin-3-ylmethyl)phenyl]-2-methylallyloxy]-2,2-dimethylpropyl]5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate.

Provenance & Evidence