Chlorotrimethylsilane → (2,5-Dimethylphenyl)trimethylsilane

HRID 5045

Reaction equation

HRID 5045 reaction equation
Br[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[CH3:9].CCCCCC.C([Li])CCC.Cl[Si:22]([CH3:25])([CH3:24])[CH3:23]>C(OCC)C>[CH3:23][Si:22]([CH3:25])([CH3:24])[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[CH3:9]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 11121Benzene, 2-bromo-1,4-dimethyl-HCID 178418244HCID 178418244, compound

Product 1

HCID 19797759(2,5-Dimethylphenyl)trimethylsilane

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

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.

Workup

  1. customThe solvent was removed under reduced pressure
  2. distillationthe residne was redistilled in vacuo
  3. customto afford titled compound(TSTX) in colorloss state

Sources & evidence

ORD record
ord-d9b4a74b6f174994bb36ba06d02ba840
Source dataset
uspto-grants-1993_09
Patent number
US05243010

Linked notes

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