Methyldichlorosilane → Dichloro(3-phenylpropyl)silane

HRID 2268192Notes

Reaction equation

HRID 2268192 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].C(S([O-])(=O)=O)CCCCCCC.[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 23669624Sodium caprylyl sulfonate2×

Product 1

HCID 71431464Dichloro(3-phenylpropyl)silaneYield 46%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 1140TolueneSolvent

Procedure

Reaction between styrene and methyldichlorosilane with platinum catalyst in the presence of sodium 1-octanesulfonate. 624 mg Styrene and 732 mg methyldichlorosilane were introduced into a glass tube, and 40 mg of sodium 1-octanesulfonate were 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 then placed in a 100° C. oil bath where it was heated for 20 minutes. After cooling, the tube contents were analyzed by gas chromatography revealing a styrene conversion of 71% and a phenethylmethyldichlorosilane yield of 46%. The ratio between the phenethylmethyldichlorosilane and the (α-methylbenzyl)methyldichlorosilane was 18:1.

Workup

  1. customplaced in a 100° C.
  2. temperaturewas heated for 20 minutes
  3. temperatureAfter cooling

Sources & evidence

ORD record
ord-956a9e64ca0044b490ce9676878ef687
Source dataset
uspto-grants-2001_12
Patent number
US06326506B1

Reaction notes

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