反应详情

温度

90 °C

3,6-dibromocarbazole (3.03 g, 9.32 mmol), 4-(octyloxy)phenylboronic acid (7.14 g, 28.5 mmol), aqueous NaHCO3 (80 ml), ethanol (120 ml) and toluene (190 ml) was mixed and degassed with nitrogen for 15 minutes before adding the Pd(PPh3)4 catalyst (80 mg, 0.07 mmol). The reaction mixture was then brought to reflux at 90° C. for 5 h 20 minutes. It was quenched with water when reached room temperature and extracted three times with ethyl acetate. The combined organic phases were washed with brine and water and evaporated. The residual solid was dissolved in toluene and precipitated in petroleum ether. The precipitate was purified using column chromatography with toluene as mobile phase which yielded 3,6-bis(4-(octyloxy)phenyl)-carbazole (5.42 g, 9.41 mmol) as a white solid.

1. customdegassed with nitrogen for 15 minutes
2. customIt was quenched with water when
3. customreached room temperature
4. extractionextracted three times with ethyl acetate
5. washThe combined organic phases were washed with brine and water
6. customevaporated
7. dissolutionThe residual solid was dissolved in toluene
8. customprecipitated in petroleum ether
9. customThe precipitate was purified