Allyl glycidyl ether → Glycidoxypropyltrimethoxysilane

HRID 1655161Notes

Reaction equation

HRID 1655161 reaction equation
[CH2:1]([O:5][CH2:6][CH:7]=[CH2:8])[CH:2]1[O:4][CH2:3]1.[CH3:9][O:10][SiH:11]([O:14][CH3:15])[O:12][CH3:13]>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[CH2:1]([O:5][CH2:6][CH2:7][CH2:8][Si:11]([O:14][CH3:15])([O:12][CH3:13])[O:10][CH3:9])[CH:2]1[O:4][CH2:3]1

Participants

4

Reactant 2

HCID 7838Allyl glycidyl etherHCID 17215Trimethoxysilane2×

Product 1

HCID 17317GlycidoxypropyltrimethoxysilaneYield 86%

Reagents, catalysts & solvents 1

HCID 61859Chloroplatinic acidCatalyst

Conditions

Temperature
90 °C

Procedure

The apparatus of Example B was charged with 136.8 gm (1.2 mol) of allyl glycidyl ether, 2.6 gm of a carboxylic acid promoter and 0.14 ml of 10% chloroplatinic acid solution. The addition funnel was charged with 122.8 gm (1.0 mol) of trimethoxysilane. The contents of the flask were heated to 90° C. and dropwise addition of trimethoxysilane was begun. The exotherm of the reaction was controlled with an ice bath to maintain the temperature at 90°-95° C. The addition was completed in 25 minutes and temperature was maintained at 90°-95° C. for another hour. Analysis by gas chromatography showed an 86% yield of 3-glycidoxypropyltrimethoxysilane. This example demonstrates a standard preparation of 3-91ycidoxypropyltrimethoxysilane using chloroplatinic acid solution as the catalyst.

Workup

  1. customThe exotherm of the reaction was controlled with an ice bath
  2. temperatureto maintain the temperature at 90°-95° C
  3. additionThe addition
  4. temperaturetemperature was maintained at 90°-95° C. for another hour

Sources & evidence

ORD record
ord-bda1676624564fe282467af8f0e073b0
Source dataset
uspto-grants-1993_10
Patent number
US05250490

Reaction notes

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