3-(Methylphenyl)-1,1-dichloro-1-silabutane → Bis[{2-(methylphenyl)propyl}dichlorosilyl]hexane

HRID 260555Notes

Reaction equation

HRID 260555 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([CH3:13])[CH2:9][SiH:10]([Cl:12])[Cl:11]>C(O)(C)C.[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([CH3:13])[CH2:9][Si:10]([CH:6]([Si:10]([Cl:12])([Cl:11])[CH2:9][CH:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[CH3:1])[CH3:13])[CH2:7][CH2:2][CH2:3][CH2:4][CH3:5])([Cl:12])[Cl:11]

Participants

4

Reactant 1

HCID 149720313-(Methylphenyl)-1,1-dichloro-1-silabutane

Product 1

HCID 22401794Bis[{2-(methylphenyl)propyl}dichlorosilyl]hexaneYield 93.4%

Reagents, catalysts & solvents 2

HCID 61859Chloroplatinic acidCatalystHCID 3776IsopropanolSolvent

Procedure

In the same apparatus and procedures as EXAMPLE 1, 20.8 g (0.089 mole) 3-(methylphenyl)-1,1-dichloro-1-silabutane and 90 μl of 1% chloroplatinic acid solution in isopropanol were placed and then 3.0 g (0.036 mole) of 1, 5-hexadiene was added dropwise for 3 min. The solution was reacted for 13 hours at reflux under the dry nitrogen atmosphere. Vacuum distillation gave 15.2 g (189°-191° C./0.03 mmHg) of bis[{2-(methylphenyl)propyl}dichlorosilyl]hexane in 77.2% yield.

Workup

  1. customThe solution was reacted for 13 hours
  2. temperatureat reflux under the dry nitrogen atmosphere
  3. distillationVacuum distillation

Sources & evidence

ORD record
ord-38dd3a6d1efe4050869bf06e21be8028
Source dataset
uspto-grants-1996_06
Patent number
US05527934

Reaction notes

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