Chlorodimethylsilane → AC1LBHMA

HRID 644930Notes

Reaction equation

HRID 644930 reaction equation
[CH3:1][Si:2]([CH3:6])([CH3:5])[CH2:3][Cl:4].[Mg].[CH3:8][SiH:9]([CH3:11])Cl>C1COCC1>[CH3:1][Si:2]([CH3:6])([CH3:5])[CH2:3][Cl:4].[CH3:1][Si:2]([CH2:3][SiH:9]([CH3:11])[CH3:8])([CH3:6])[CH3:5]

Participants

6

Reactant 3

HCID 66108ChlorodimethylsilaneHCID 75361Silane, (chloromethyl)trimethyl-HCID 5462224Magnesium

Product 2

HCID 75361Silane, (chloromethyl)trimethyl-HCID 582874AC1LBHMAYield 177.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

The Grignard reagent of trimethylchloromethylsilane (TMCMS) was prepared by reaction of 12.3 g (0.1 mol) TMCMS and 2.88 g (0.12 mol) magnesium chips in THF (50 mL). The Grignard reagent was then added dropwise into 9.46 g (0.1 mol) dimethylchlorosilane (DMCS), which dissolved in THF (50 mL). The mixture was stirred at room temperature overnight and quenched with 20 mL HCl-acidified water, and then extracted with diethylether (100 mL). The organic layer washed with distilled water three times and dried with anhydrous sodium sulfate. The mixture was purified by distillation at 118-119° C. to yield 13.0 g (89%) (trimethylsilylmethyl)dimethylsilane product as a clear, colorless fluid.

Workup

  1. customquenched with 20 mL HCl-
  2. extractionextracted with diethylether (100 mL)
  3. washThe organic layer washed with distilled water three times
  4. dry with materialdried with anhydrous sodium sulfate
  5. distillationThe mixture was purified by distillation at 118-119° C.

Sources & evidence

ORD record
ord-8c15e035e2484af0ba5213e175bc4c80
Source dataset
uspto-grants-2010_04
Patent number
US07700797B2

Reaction notes

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