Chlorodimethylsilane → 3-(2-Phenoxyethoxy)propyldimethylchlorosilane

HRID 129218

Reaction equation

HRID 129218 reaction equation
C([Si](C)(C)O[Si](C)(C)C=C)=C.[CH3:12][SiH:13]([CH3:15])[Cl:14].[C:16]1([O:22][CH2:23][CH2:24][O:25][CH2:26][CH:27]=[CH2:28])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>[Pt]>[O:22]([CH2:23][CH2:24][O:25][CH2:26][CH2:27][CH2:28][Si:13]([CH3:15])([CH3:12])[Cl:14])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 66108ChlorodimethylsilaneHCID 758191,3-DivinyltetramethyldisiloxaneHCID 19372171Benzene, [2-(2-propenyloxy)ethoxy]-

Product 1

HCID 193738513-(2-Phenoxyethoxy)propyldimethylchlorosilaneYield 80.2%

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Procedure

6 mg of platinum in the form of a solution of the complex with 1,3-divinyltetramethyldisiloxane are added to 290 ml (2.6 mol) of dimethylchlorosilane and the mixture is heated at reflux under a nitrogen atmosphere. 356 g of the 2-allyloxyethyl phenyl ether whose preparation is described above under a) are added dropwise over the course of about 2 hours, the temperature of the mixture being adjusted to 80° C. After 2 hours the reflux comes virtually to an end. The crude product is fractionated in vacuo, the main fraction being taken off at 95°-110° C. (2 hPa). 437 g of 3-(2-phenoxyethoxy)propyldimethylchlorosilane are obtained with an acid number of 207 (theoretically 205). The 1H NMR spectrum shows that the product contains neither starting material nor its 1-propeneoxy isomer.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux under a nitrogen atmosphere
  3. additionare added dropwise over the course of about 2 hours
  4. custombeing adjusted to 80° C
  5. custombeing taken off at 95°-110° C.

Sources & evidence

ORD record
ord-db85c6a95fa043938e6a56d0d129fcf0
Source dataset
uspto-grants-1995_11
Patent number
US05466845

Linked notes

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