反应详情

3.96 ml of a 1N solution of potassium tert-butoxide in tetrahydrofuran, 1.45 g of methyltriphenylphosphonium bromide and 30 ml of dimethyl ether are placed in a 150 ml three-necked flask equipped with a magnetic stirrer and placed under an inert atmosphere. The reaction mixture is heated at reflux for 1 h. After returning to ambient temperature, 0.7 g of tert-butyl 4-oxo-3,4-dihydro-2H-quinoline-1-carbamate is added and the reaction mixture is heated at reflux for 1.5 h and then concentrated under reduced pressure. Water and ethyl acetate are added. The organic phase is washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue is chromatographed on silica gel eluted with dichloromethane. 0.556 g of tert-butyl 4-methylene-3,4-dihydro-2H-quinoline-1-carbamate is obtained.

1. customequipped with a magnetic stirrer
2. temperatureThe reaction mixture is heated
3. temperatureat reflux for 1 h
4. customAfter returning to ambient temperature
5. temperaturethe reaction mixture is heated
6. temperatureat reflux for 1.5 h
7. concentrationconcentrated under reduced pressure
8. additionWater and ethyl acetate are added
9. washThe organic phase is washed with water
10. dry with materialdried over magnesium sulfate
11. concentrationconcentrated under reduced pressure
12. customThe residue is chromatographed on silica gel
13. washeluted with dichloromethane