Ethanol → Dichloro(3-phenylpropyl)silane

HRID 2268193Notes

Reaction equation

HRID 2268193 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[Si](C)(C)NC(N[Si](C)(C)C)=O.C(O)C>[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

7

Reactant 4

HCID 702EthanolHCID 6376Methyldichlorosilane2×HCID 7501Styrene3×HCID 875621,3-Bis(trimethylsilyl)urea2×

Product 1

HCID 71431464Dichloro(3-phenylpropyl)silaneYield 84%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 1140TolueneSolvent

Procedure

Reaction between styrene and methyldichlorosilane with platinum catalyst in the presence of N,N′-bis(trimethylsilyl)urea. 0.481 g Styrene and 0.549 g methyldichlorosilane were introduced into a glass tube, and an ethanol solution containing 0.124 mg N,N′-bis(trimethylsilyl)urea (6.2 wt %) was added with a microsyringe. 1 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 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 89% and a phenethylmethyldichlorosilane yield of 84%. The ratio between the phenethylmethyldichlorosilane and the (α-methylbenzyl)methyldichlorosilane was 21:1.

Workup

  1. additionwas added with a microsyringe
  2. customplaced in a 100° C.
  3. temperaturewas heated for 20 minutes
  4. temperatureAfter cooling

Sources & evidence

ORD record
ord-caea77009755460bb8660bfd0c48570e
Source dataset
uspto-grants-2001_12
Patent number
US06326506B1

Reaction notes

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