Allyl chloride → Chlorodimethylphenylsilane

HRID 1743052Notes

Reaction equation

HRID 1743052 reaction equation
C([Cl:4])C=C.[CH3:5][SiH:6]([CH3:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:5][Si:6]([CH3:13])([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[Cl:4]

Participants

4

Reactant 2

HCID 7850Allyl chloride2×HCID 13014Dimethylphenylsilane2×

Product 1

HCID 13029ChlorodimethylphenylsilaneYield 96%

Reagents, catalysts & solvents 1

HCID 167845palladium(II) acetateCatalyst

Conditions

Temperature
42.5 °C

Procedure

To a 500 ml glass flask equipped with a stirring machine, a thermometer, a reflux condenser and a dropping funnel, there were added 91.8 g (1.2 mole) of allyl chloride and 0.03 g of palladium acetate, the temperature of the mixture was raised up to 40 to 45° C., then 136.3 g (1.0 mole) of dimethylphenylsilane was dropwise added to the mixture over 3 hours through the dropping funnel to carry out the reaction of the allyl chloride and the dimethylphenylsilane and the reaction mixture was aged at 50° C. for 3 hours. The reaction solution obtained after the aging was distilled to give a distillate having a boiling point range of from 80 to 84° C./16 mmHg. Thus, 163.9 g of dimethylphenylchlorosilane having a purity of 99.9% was obtained. The yield of the product was found to be 96.0%.

Workup

  1. customTo a 500 ml glass flask equipped with a stirring machine
  2. customThe reaction solution obtained after the aging
  3. distillationwas distilled
  4. customto give a distillate
  5. customof from 80 to 84° C./16 mmHg

Sources & evidence

ORD record
ord-151cec727ce04203a1b1e93ddfe2d513
Source dataset
uspto-grants-1994_08
Patent number
US05342984

Reaction notes

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