反应详情

温度

25 °C

A solution of 2,3-dichlorobenzaldehyde (0.70 g), 3-nitrooxy-2,2-bis(nitrooxymethyl)propyl ester of acetoacetic acid (1.42 g) and 2-(N-benzyl-N-methylamino)ethyl 3-aminocrotonate (0.99 g) in tert-butyl alcohol (3 ml) was heated for 2 hours at 60° C. and then refluxed for additional 5.5 hours. The resulting mixture was cooled to 25° C. and concentrated under reduced pressure. The residue obtained was subjected to column chromatography on silica gel (54 g) and eluted with a mixture of chloroform and methanol (100:1 by volume). The fractions containing the desired compound were collected and evaporated under reduced pressure to give yellow viscous oil. The oil was again subjected to column chromatography on silica gel (27 g) and eluted with a mixture of toluene and ethyl acetate (5:2 by volume). The fractions containing the desired compound were collected and evaporated under reduced pressure. The obtained residue in ethanol was treated with hydrogen chloride in ethanol. The solvent was removed by distillation under reduced pressure to give amorphous yellow powders of 3-nitrooxy-2,2-bis(nitrooxymethyl)propyl ester of 5-[2-(N-benzyl-N-methylamino)ethoxycarbonyl]-4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid hydrochloride (0.40 g).

1. temperaturerefluxed for additional 5.5 hours
2. concentrationconcentrated under reduced pressure
3. customThe residue obtained
4. washeluted with a mixture of chloroform and methanol (100:1 by volume)
5. additionThe fractions containing the desired compound
6. customwere collected
7. customevaporated under reduced pressure
8. customto give yellow viscous oil
9. washeluted with a mixture of toluene and ethyl acetate (5:2 by volume)
10. additionThe fractions containing the desired compound
11. customwere collected
12. customevaporated under reduced pressure
13. additionThe obtained residue in ethanol was treated with hydrogen chloride in ethanol
14. customThe solvent was removed by distillation under reduced pressure