反应 #2045078

反应方程式

dibenzo[b,d]thiophen-4-yl lithium

m-bromophenyl lithium

n-butyllithium

hexane

1,3-dibromobenzene

m-bromophenyl lithium

dichlorodiphenylsilane

→

(3-bromophenyl)(dibenzo[b,d]thiophen-4-yl)diphenylsilane

收率 31.0%

溶剂

ether

ether

反应条件

后处理

1. 1
   其他The resultant reaction solution
2. 2
   其他prepared
3. 3
   workup.ADDITIONabove was introduced dropwise
4. 4
   其他It was quenched with water
5. 5
   萃取extracted with ether
6. 6
   干燥dried over Na2SO4
7. 7
   其他Upon evaporation of the solvent
8. 8
   其他the residue was purified by column chromatography on silica gel with hexane/DCM (9/1

实验过程

In another flask was prepared a solution of m-bromophenyl lithium by addition of n-butyllithium solution in hexane (2.5 M, 9.48 mL, 23.70 mmol) into a solution of 1,3-dibromobenzene (2.56 mL, 21.20 mmol) in ether (70 mL) at −78° C. followed by stirring at this temperature for 3.5 h. This m-bromophenyl lithium solution was added dropwise into a solution of dichlorodiphenylsilane (4.88 mL, 23.70 mmol) in ether (70 mL) at −78° C. The resultant reaction solution was stirred at this temperature for 2 h before the dibenzo[b,d]thiophen-4-yl lithium solution prepared above was introduced dropwise. The resultant solution was allowed to slowly warm to room temperature overnight. It was quenched with water, extracted with ether and dried over Na2SO4. Upon evaporation of the solvent, the residue was purified by column chromatography on silica gel with hexane/DCM (9/1, v/v) as eluent to yield (3-bromophenyl)(dibenzo[b,d]thiophen-4-yl)diphenylsilane as a white powder (3.84 g, 31%).

来源