反应详情

A mixture of the aldehyde of Example 1(p), (1.48 g, 5.25 mmol), 2-ethoxycarbonyl-3-(3,4-methylenedioxyphenyl)propanoic acid (2.34 g. 7.88 mmol), piperidine (223 mg, 0.26 ml, 2.7 mmol) and acetic acid (0. 17 ml) in benzene (50 ml) was stirred at reflux under argon using a Dean-Stark trap. After 18 hours, the benzene was removed in vacuo and the residue partitioned between t-butyl methyl ether and water. The layers were separated, and the aqueous further extracted (×3). The combined organic extracts were washed twice with water, 5% sodium bicarbonate solution, sat'd ammonium chloride, and brine, then dried (MgSO4), filtered and concentrated under reduced pressure. Silica gel chromatography (50% ether/hexanes) afforded the title compound as an oil. (1.048 g, 42%)

1. temperatureat reflux under argon using a Dean-Stark trap
2. customthe benzene was removed in vacuo
3. customthe residue partitioned between t-butyl methyl ether and water
4. customThe layers were separated
5. extractionthe aqueous further extracted (×3)
6. washThe combined organic extracts were washed twice with water, 5% sodium bicarbonate solution
7. dry with materialdried (MgSO4)
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure