반응 #2045078

반응 방정식

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

수율 31.0%

용매

ether

ether

반응 조건

후처리

1. 1
   기타The resultant reaction solution
2. 2
   기타prepared
3. 3
   workup.ADDITIONabove was introduced dropwise
4. 4
   기타It was quenched with water
5. 5
   추출extracted with ether
6. 6
   건조dried over Na2SO4
7. 7
   기타Upon evaporation of the solvent
8. 8
   기타the residue was purified by column chromatography on silica gel with hexane/DCM (9/1

실험 절차

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%).

출처