反应详情

4-Benzofurazancarboxaldehyde (2.96 g, 20 mmoles), methyl beta-oxobenzenepropanoate (3.56 g, 20 mmoles), piperidine (0.05 ml) and hexanoic acid (0.13 ml) were heated at reflux for 3 hours in benzene (50 ml) using a Dean and Stark apparatus. The reaction was cooled, diluted with ethyl acetate and washed in turn with water, brine and saturated sodium bicarbonate and dried (Na2SO4). The solvent was removed in vacuo and the residue dissolved in ethanol (6 ml). 1-Methylethyl 3-amino-2-butenoate (3.0 g) and diethylamine (0.6 ml) were added and the mixture heated at 60° for 34 hours. The reaction mixture was cooled, evaporated to dryness in vacuo and the residue was dissolved in 2-propanol and treated with charcoal. The charcoal was filtered off and the title compound (1.1 g) was obtained on addition of cyclohexane mp 132°-4°.

1. temperatureThe reaction was cooled
2. washwashed in turn with water, brine and saturated sodium bicarbonate
3. dry with materialdried (Na2SO4)
4. customThe solvent was removed in vacuo
5. dissolutionthe residue dissolved in ethanol (6 ml)
6. addition1-Methylethyl 3-amino-2-butenoate (3.0 g) and diethylamine (0.6 ml) were added
7. temperaturethe mixture heated at 60° for 34 hours
8. temperatureThe reaction mixture was cooled
9. customevaporated to dryness in vacuo
10. dissolutionthe residue was dissolved in 2-propanol
11. additiontreated with charcoal
12. filtrationThe charcoal was filtered off