Toluene → (4-(Dimethylsilyl) phenethyl)methyldimethoxysilane

HRID 1004434Notes

Reaction equation

HRID 1004434 reaction equation
[CH3:1][SiH:2]([CH3:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[CH2:8])=[CH:5][CH:4]=1.[CH3:12][SiH:13]([O:16][CH3:17])[O:14][CH3:15].C1(C)C=CC=CC=1>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl.C(O)(C)C>[CH3:11][SiH:2]([CH3:1])[C:3]1[CH:10]=[CH:9][C:6]([CH2:7][CH2:8][CH2:12][SiH:13]([O:16][CH3:17])[O:14][CH3:15])=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 1140TolueneHCID 85623MethyldimethoxysilaneHCID 713616614-Vinylphenyldimethylsilicon2×

Product 1

HCID 131721760(4-(Dimethylsilyl) phenethyl)methyldimethoxysilaneYield 4.1%

Reagents, catalysts & solvents 2

HCID 61859Chloroplatinic acidCatalystHCID 3776IsopropanolSolvent

Conditions

Temperature
50 °C

Procedure

325 mg Of 4-dimethylsilylstyrene, 212 mg of methyldimethoxysilane, and 83 mg of toluene were placed in a glass reaction vessel and 0.001 ml of an isopropyl alcohol solution of chloroplatinic acid (platinum content: 0.39 Wt. %) was added to this mixture. The reaction tube was sealed with Teflon tape and heated for 0.5 hours in an oil bath at 50° C. When the tube contents were analyzed by GC-MS following cooling, the conversion rate of 4-dimethylsilylstyrene was 12.7% and (4-(dimethylsilyl) phenethyl)methyldimethoxysilane was produced at a yield of 4.1%. The yield of (α-(4-(dimethylsilyl)phenyl)ethyl)methyldimethoxysilane was 3.3%.

Workup

  1. additionwas added to this mixture
  2. temperaturefollowing cooling

Sources & evidence

ORD record
ord-21d32263dd974d3e801a5b0bfdb17d7a
Source dataset
uspto-grants-2000_04
Patent number
US06048994

Reaction notes

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