3,6-Dibromo-9-phenyl-9H-carbazole

1150-62-5

57103-20-5

General procedure for the synthesis of 3,6-dibromo-9-phenylcarbazole from N-phenylcarbazole: 0.1640 moles of N-phenyl-9H-carbazole was added to a 2000 ml three-necked flask, 320 ml of acetic acid and 960 ml of methylene chloride were added to dissolve it, and the reaction system was placed in an ice-water bath for cooling. Slowly 0.3280 moles of liquid bromine was added dropwise and after completion of the dropwise addition, the reaction mixture was stirred and reacted at room temperature overnight. Upon completion of the reaction, the remaining liquid bromine in the reaction solution was neutralized with 1.5 liters of 1 mol/L aqueous sodium hydroxide and the organic phase was separated. The organic phase was washed three times sequentially with water, the organic phase was collected and the solvent was removed by rotary evaporator. The resulting solid was washed with 300 mL of petroleum ether (60-90 °C), filtered, and the solid was dried under vacuum at 55 °C to give 0.1440 mol of the target product 3,6-dibromo-9-phenylcarbazole in 87.8% yield.