Chlorodimethylsilane → Chloro(dimethyl)(3-phenoxypropyl)silane

HRID 129584

Reaction equation

HRID 129584 reaction equation
[C:1]1([O:7][CH2:8][CH:9]=[CH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:11][SiH:12]([CH3:14])[Cl:13]>[Pt].[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[O:7]([CH2:8][CH2:9][CH2:10][Si:12]([CH3:14])([CH3:11])[Cl:13])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 66108ChlorodimethylsilaneHCID 74458Allyl phenyl ether

Product 1

HCID 19372170Chloro(dimethyl)(3-phenoxypropyl)silaneYield 74.2%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 61859Chloroplatinic acidCatalyst

Conditions

Temperature
80 °C

Procedure

4 mg of platinum in the form of hexachloroplatinic acid are added to 88.5 g (0.66 mol) of allyl phenyl ether under a nitrogen atmosphere and the mixture is heated to 80° C. 125 g of dimethylchlorosilane are metered into the mixture over a period of 2 hours, the liquid-phase temperature falling to below 50° C. The mixture is stirred for a further 6 hours under gentle reflux. Fractional distillation gives a total of 112 g of 3-phenoxypropyldimethylchlorosilane. The product has an acid number of 248 (theoretically 244).

Workup

  1. customfalling to below 50° C
  2. distillationFractional distillation

Sources & evidence

ORD record
ord-9a49ca789e8f42ed93bac7b55c14e6d0
Source dataset
uspto-grants-1995_11
Patent number
US05468890

Linked notes

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