تفاعل #2045078

معادلة التفاعل

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

المردود 31.0%

المذيبات

ether

ether

ظروف التفاعل

المعالجة

1. 1
   أخرىThe resultant reaction solution
2. 2
   أخرىprepared
3. 3
   workup.ADDITIONabove was introduced dropwise
4. 4
   أخرىIt was quenched with water
5. 5
   استخلاصextracted with ether
6. 6
   تجفيفdried over Na2SO4
7. 7
   أخرىUpon evaporation of the solvent
8. 8
   أخرىthe residue was purified by column chromatography on silica gel with hexane/DCM (9/1

الإجراء التجريبي

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%).

المصدر