Methyldichlorosilane → Dichloro(3-phenylpropyl)silane

HRID 2268190Notes

Reaction equation

HRID 2268190 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].CS(O)(=O)=O>[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 6395Methanesulfonic Acid2×HCID 7501Styrene3×

Product 1

HCID 71431464Dichloro(3-phenylpropyl)silaneYield 71%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 1140TolueneSolvent

Procedure

Reaction between styrene and methyldichlorosilane with platinum catalyst in the presence of trimethylsilyl ester of methanesulfonic acid. 624 mg Styrene and 732 mg methyldichlorosilane were introduced into a glass tube, and 51 mg of a trimethylsilyl ester of methanesulfonic acid was added with a microsyringe. 0.9 mg Of a toluene solution of a 0-valent platinum complex of divinylsiloxane (0.04 wt % platinum content) was added. The tube was sealed with Teflon tape and a rubber septum and placed in a 50° C. oil bath where it was heated for 30 minutes. After cooling, the tube contents were analyzed by gas chromatography revealing a styrene conversion of 95% and a phenethylmethyldichlorosilane yield of 71%. The ratio between the phenethylmethyldichlorosilane and the (α-methylbenzyl)methyldichlorosilane was 4.6:1.

Workup

  1. customplaced in a 50° C.
  2. temperaturewas heated for 30 minutes
  3. temperatureAfter cooling

Sources & evidence

ORD record
ord-e8811c6936bf4042b5e129c4f19480a1
Source dataset
uspto-grants-2001_12
Patent number
US06326506B1

Reaction notes

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