反应详情

温度

0 °C

3,6-Dibromocarbazole (0.300 g, 0.923 mmol) was dissolved in DMF (1.2 mL) and cooled to 0° C. NaH (60% dispersion in mineral oil, 0.074 g, 1.846 mmol) was added and the reaction stirred for 1 h at 0° C. Methyl glycidate (0.471 g, 4.615 mmol) was added and the reaction was stirred and warmed to ambient temperature over 3.5 h. Upon completion by TLC the reaction mixture was partitioned between EtOAc and H2O. The aqueous layer was extracted 3× with EtOAc, and the combined organics were washed with saturated aqueous NaCl, dried over Na2SO4, filtered, and concentrated in vacuo. The crude residue was purified by chromatography (SiO2, 0-30% EtOAc/Hexane) to afford the desired product (125 mg, 32%).

1. stirringthe reaction was stirred
2. temperaturewarmed to ambient temperature over 3.5 h
3. customUpon completion by TLC the reaction mixture was partitioned between EtOAc and H2O
4. extractionThe aqueous layer was extracted 3× with EtOAc
5. washthe combined organics were washed with saturated aqueous NaCl
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customThe crude residue was purified by chromatography (SiO2, 0-30% EtOAc/Hexane)