1,5-Hexadiene → Bis{(2-phenylpropyl)dichlorosilyl}hexane

HRID 260554

Reaction equation

HRID 260554 reaction equation
[C:1]1([CH:7]([CH3:12])[CH2:8][SiH:9]([Cl:11])[Cl:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:13]=[CH:14][CH2:15][CH2:16][CH:17]=[CH2:18]>C(O)(C)C.[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[C:1]1([CH:7]([CH3:12])[CH2:8][Si:9]([CH:13]([Si:9]([Cl:10])([Cl:11])[CH2:8][CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH3:12])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])([Cl:11])[Cl:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 115981,5-HexadieneHCID 1233243423-Phenyl-1,1-dichloro-1-silabutane

Product 1

HCID 22401800Bis{(2-phenylpropyl)dichlorosilyl}hexaneYield 66%

Reagents, catalysts & solvents 2

HCID 61859Chloroplatinic acidCatalystHCID 3776IsopropanolSolvent

Procedure

In the same apparatus and procedures as EXAMPLE 1, 21.3 g (0.097 mole) of 3-(phenyl)-1,1-dichloro-1-silabutane and 100 μl of 1% chloroplatinic acid solution in isopropanol were placed and then 3.2 g (0.039 mole) of 1,5-hexadiene was added dropwise for 5 min. The solution was reacted for 15 hours at reflux under the dry nitrogen atmosphere. Vacuum distillation gave 13.4 g (185°-187° C./0.03 mmHg) of bis{(2-phenylpropyl)dichlorosilyl}hexane in 66.0% yield.

Workup

  1. customThe solution was reacted for 15 hours
  2. temperatureat reflux under the dry nitrogen atmosphere
  3. distillationVacuum distillation

Sources & evidence

ORD record
ord-c15b152b25914a5b80fd96089064b04b
Source dataset
uspto-grants-1996_06
Patent number
US05527934

Linked notes

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