Silane, chloromethyl-trimethoxy- → (Methacryloxymethyl)trimethoxysilane

HRID 1436934

Reaction equation

HRID 1436934 reaction equation
Cl[CH2:2][Si:3]([O:8][CH3:9])([O:6][CH3:7])[O:4][CH3:5].[C:10]([O-:15])(=[O:14])[C:11]([CH3:13])=[CH2:12].[K+]>C(P(CCCC)CCCC)CCC>[C:10]([O:15][CH2:2][Si:3]([O:8][CH3:9])([O:6][CH3:7])[O:4][CH3:5])(=[O:14])[C:11]([CH3:13])=[CH2:12]

Participants

4

Reactant 2

HCID 22212Silane, chloromethyl-trimethoxy-HCID 23667354Potassium methacrylate

Product 1

HCID 16225404(Methacryloxymethyl)trimethoxysilaneYield 94%

Reagents, catalysts & solvents 1

HCID 13831TributylphosphineCatalyst

Conditions

Temperature
90 °C

Procedure

170.7 g (1 mol) of chloromethyltrimethoxysilane, 6.1 g (0.03 mol) of tri-n-butylphosphine and 0.1 g (0.05 mol % based on silane) of phenothiazine are placed in a reaction vessel at 90° C. and 130.4 g (1.05 mol) of potassium methacrylate are added a little at a time over a period of 1 hour. After stirring at 90° C. for another 2 hours, the reaction is complete. After filtration from the potassium chloride formed, the product is distilled by means of a short-path evaporator, giving 207.1 g (94%) of methacryloxymethyl-trimethoxysilane having a purity of 98.5%.

Workup

  1. filtrationAfter filtration from the potassium chloride
  2. customformed
  3. distillationthe product is distilled by means of a short-path evaporator

Sources & evidence

ORD record
ord-60ef75b8ffc1492186e2e01bdfb317a8
Source dataset
uspto-grants-2009_11
Patent number
US07619108B2

Linked notes

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