Reaction #5141

Reaction equation

chlorotrimethylsilane

2-bromo-p-xylene

n-butyllithium hexane

→

2-Trimethylsilyl-p-xylene

Solvents

diethyl ether

Conditions

Workup

1. 1
   OtherThe solvent was removed under reduced pressure
2. 2
   workup.DISTILLATIONthe residne was redistilled in vacuo
3. 3
   Otherto afford titled compound(TSTX) in colorloss state

Procedure

To a stirred solution of 1.0M of 2-bromo-p-xylene in diethyl ether at 0° C. was added n-butyllithium hexane solution solwly, and the mixture was stirrd for 5 hr. To the above reaction mixture was added 1.0M of chlorotrimethylsilane as dropwise and it was stirred for 24 hr. The solvent was removed under reduced pressure, and the residne was redistilled in vacuo to afford titled compound(TSTX) in colorloss state. The structure of product was identified by infrared and nuclear magnetic resonance spectrum, and the result is summarized in Table 1.

Source