Diethyl Ether → (Trimethylsilylmethyl)methyldichlorosilane

HRID 327375

Reaction equation

HRID 327375 reaction equation
[CH3:1][Si:2]([Cl:5])(Cl)[Cl:3].C(OCC)C.Cl[Mg][CH2:13][Si:14]([CH3:17])([CH3:16])[CH3:15]>CCCCCC>[CH3:13][Si:14]([CH2:17][Si:2]([CH3:1])([Cl:5])[Cl:3])([CH3:16])[CH3:15]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6399TrichloromethylsilaneHCID 178418680HCID 178418680, compound

Product 1

HCID 13481739(Trimethylsilylmethyl)methyldichlorosilaneYield 43%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

In a 1-1 flask equipped with a dropping funnel, reflux condenser, stirrer and nitrogen gas introducing tube were placed 149 g (1 mol) of methyltrichlorosilane and 250 ml of diethyl ether. While stirring the mixture, the above chlorotrimethylsilylmethyl magnesium was dropwise added thereto over a period of 2 hours. After completion of the addition, the mixture was refluxed with heating and stirring for 36 hours. After cooling, 200 ml of hexane was added to the reaction mixture, and the salts formed were filtered off. The filtrate was condensed and vaccum-distilled. 11.7 g (yield: 43%) of (trimethylsilylmethyl)methyldichlorosilane was obtained.

Workup

  1. customIn a 1-1 flask equipped with a dropping funnel
  2. temperaturereflux condenser, stirrer
  3. additionnitrogen gas introducing tube
  4. additionAfter completion of the addition
  5. temperaturethe mixture was refluxed
  6. temperaturewith heating
  7. stirringstirring for 36 hours
  8. temperatureAfter cooling
  9. customthe salts formed
  10. filtrationwere filtered off
  11. customcondensed
  12. distillationvaccum-distilled

Sources & evidence

ORD record
ord-3ecf6753b7fb47cb8556a2022bb57c62
Source dataset
uspto-grants-1993_12
Patent number
US05273852

Linked notes

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