反应 #1904045

反应方程式

carbazole

p-dibromobenzene

sodium t-butoxide

o-xylene

→

9-(4-bromophenyl)carbazole

收率 44.4%

溶剂

hexane toluene

Hexane

反应条件

后处理

1. 1
   温度refluxed
2. 2
   过滤The reaction mixture was filtered
3. 3
   其他to remove insoluble matter
4. 4
   洗涤the filter was washed with toluene and tetrahydrofuran successively
5. 5
   洗涤The filtrate and wash liquid
6. 6
   其他condensed under reduced pressure
7. 7
   温度by heating
8. 8
   workup.STIRRINGstirring
9. 9
   其他insoluble matter was removed by filtration
10. 10
    其他dried
11. 11
    workup.ADDITIONHexane was added to the residue
12. 12
    过滤was filtered off
13. 13
    其他condensed
14. 14
    其他recrystallized with hexane

实验过程

4.30 g (25.7 mmole) of carbazole, 18.19 g (77.1 mmole) of p-dibromobenzene, 0.14 g of palladium acetate and 0.33 g of 1,1′-bisdiphenyl phosphinoferrocene, 3.46 g of (36.0 mmole) sodium t-butoxide and 43 ml o-xylene were put in a 200 ml three-necked flask, and refluxed under stirring for 15 hours and 30 minutes under argon flow. The reaction mixture was filtered using a filter packed with alumina to remove insoluble matter, the filter was washed with toluene and tetrahydrofuran successively. The filtrate and wash liquid were combined and condensed under reduced pressure. Hexane was added to the residue, followed by heating and stirring, then insoluble matter was removed by filtration, and the filtrate was vacuum dried. Hexane was added to the residue and deposited crystal was filtered off. The filtrate was condensed, and refined by silica gel column chromatography (eluent:hexane/toluene:3/1), recrystallized with hexane to give 3.68 g of a white crystal of 9-(4-bromophenyl)carbazole (yield: 44.4%).

来源