反应详情

To a 0° C. suspension of sodium hydride (853 mg, 21.8 mmol, 60% oil dispersion) in THF (13 mL) is added ethyl acetate (2.03 mL, 20.8 mmol). The reaction is stirred at room temperature for 1 h. A solution of 4-methoxyacetophenone (1.56 g, 10.4 mmol), dibenzo-18-crown-6 (62 mg, 0.016 mmol) and ethanol (2 drops) in THF (13 mL) is added dropwise and the reaction mixture is heated to reflux. After 3 h, the reaction is cooled to room temperature, quenched with saturated aqueous NH4Cl, and concentrated under reduced pressure. The residue is partitioned between EtOAc (200 mL) and water (50 mL). The aqueous layer is extracted with EtOAc (200 mL) and the combined organic layers are washed with brine, dried (MgSO4), filtered, and concentrated. The residue is purified via chromatography (0 to 20% EtOAc/Hexanes) to yield the title compound (1.62 g, 81%). GC-ES/MS m/e 192

1. temperaturethe reaction mixture is heated to reflux
2. waitAfter 3 h
3. temperaturethe reaction is cooled to room temperature
4. customquenched with saturated aqueous NH4Cl
5. concentrationconcentrated under reduced pressure
6. customThe residue is partitioned between EtOAc (200 mL) and water (50 mL)
7. extractionThe aqueous layer is extracted with EtOAc (200 mL)
8. washthe combined organic layers are washed with brine
9. dry with materialdried (MgSO4)
10. filtrationfiltered
11. concentrationconcentrated
12. customThe residue is purified via chromatography (0 to 20% EtOAc/Hexanes)