Methyldichlorosilane → Dichloro(3-phenylpropyl)silane

HRID 2268199Notes

Reaction equation

HRID 2268199 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:9][SiH:10]([Cl:12])[Cl:11].C1(NS(=O)(=O)[O-])CCCCC1.[Na+]>[Pt].C1(C)C=CC=CC=1>[CH2:1]([CH2:9][SiH:10]([Cl:12])[Cl:11])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 6376Methyldichlorosilane2×HCID 7501Styrene3×HCID 23665706Sodium cyclamate2×

Product 1

HCID 71431464Dichloro(3-phenylpropyl)silaneYield 70%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 1140TolueneSolvent

Procedure

Reaction between styrene and methyldichlorosilane with platinum catalyst in the presence of sodium cyclohexylsulfamate. 427 mg Styrene and 498 mg methyldichlorosilane were introduced into a glass tube, and 38 mg of sodium cyclohexylsulfamate were added. 1 mg Of a toluene solution of a 0-valent platinum complex of divinylsiloxane (0.4 wt % platinum content) was added. The tube was sealed and placed in a 50° C. oil bath where it was heated for 72 hours. After cooling, the tube contents were analyzed by gas chromatography revealing a styrene conversion of 85% and a phenethylmethyldichlorosilane yield of 70%. The ratio between the phenethylmethyldichlorosilane and the (α-methylbenzyl)methyldichlorosilane was 8.7:1.

Workup

  1. customThe tube was sealed
  2. customplaced in a 50° C.
  3. temperaturewas heated for 72 hours
  4. temperatureAfter cooling

Sources & evidence

ORD record
ord-e0d60dd03ea14e9eb223ccb92a5f57de
Source dataset
uspto-grants-2001_12
Patent number
US06326506B1

Reaction notes

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