反应 #1702178

反应方程式

Water

AlCl3

Carbazole

nitrobenzene

AcCl

→

3,6-diacetylcarbazole

收率 50.0%

3,6-Diacetylcarbazole

收率 50.0%

反应条件

后处理

1. 1
   温度cooling with an ice bath
2. 2
   workup.STIRRINGunder stirring
3. 3
   温度under cooling with an ice bath
4. 4
   其他The cooling bath was removed
5. 5
   温度the mixture was refluxed over a period of 2 h
6. 6
   萃取extracted with CHCl3 (3×150 mL)
7. 7
   洗涤The combined extracts were sequentially washed with saturated solutions of NaHCO3 and NaCl
8. 8
   干燥dried with anhydrous Na2SO4
9. 9
   其他evaporated
10. 10
    其他The residue was purified by column chromatography (silica gel, CHCl3/MeOH)

实验过程

Carbazole 1 (16.9 g, 0.1 mol) was dissolved in nitrobenzene (300 mL). Anhydrous AlCl3 (54.0 g, 0.4 mol) was added under stirring and cooling with an ice bath. Then, AcCl (55.5 g, 0.7 mol) was added slowly dropwise. The reaction mixture was allowed to warm to room temperature under stirring and kept over a period of 13 h. Water (500 mL) was added in small portions under cooling with an ice bath. The cooling bath was removed, and the mixture was refluxed over a period of 2 h and extracted with CHCl3 (3×150 mL). The combined extracts were sequentially washed with saturated solutions of NaHCO3 and NaCl, dried with anhydrous Na2SO4, and evaporated. The residue was purified by column chromatography (silica gel, CHCl3/MeOH) to give 12.5 g (50%) of 3,6-diacetylcarbazole (4).

来源