反应详情

温度

50 °C

To a solution of 3-ethoxycarbonyl-7-hydroxy-1-phenyl-4H-quinolizin-4-one (5 g) in N,N-dimethylformamide (100 ml) was added sodium hydride (63.6% in mineral oil, 732 mg) at 50° C. After stirring for 30 minutes at 50° C., n-butyliodide (2.77 ml) was added. After stirring for 1 hour at 50° C., the mixture was cooled to room temperature and added to a mixture of aqueous hydrogen chloride and an ice. The mixture was extracted with chloroform and the chloroform extract was washed with 10% aqueous sodium hydrogen carbonate and aqueous saturated sodium chloride. After drying over magnesium sulfate, the chloroform extract was filtered and concentrated in vacuo. The residue was chromatographed on silica gel (Merck 70-230 mesh, 100 g), eluting with chloroform and then 10% methanol in chloroform to give 3-ethoxycarbonyl-7-(n-butoxy)-1-phenyl-4H-quinolizin-4-one (2.37 g).

1. stirringAfter stirring for 1 hour at 50° C.
2. temperaturethe mixture was cooled to room temperature
3. extractionThe mixture was extracted with chloroform
4. extractionthe chloroform extract
5. washwas washed with 10% aqueous sodium hydrogen carbonate and aqueous saturated sodium chloride
6. dry with materialAfter drying over magnesium sulfate
7. extractionthe chloroform extract
8. filtrationwas filtered
9. concentrationconcentrated in vacuo
10. customThe residue was chromatographed on silica gel (Merck 70-230 mesh, 100 g)
11. washeluting with chloroform