Chlorotrimethylsilane → 2-((Trimethylsilyl)oxy)ethyl methacrylate

HRID 853957Notes

Reaction equation

HRID 853957 reaction equation
[CH3:1][C:2]([C:4]([O:6][CH2:7][CH2:8][OH:9])=[O:5])=[CH2:3].[O-2].[Al+3].[O-2].[O-2].[Al+3].[CH3:15][Si:16]([CH3:19])([CH3:18])Cl>C(N(CC)CC)C>[CH3:15][Si:16]([CH3:19])([CH3:18])[O:9][CH2:8][CH2:7][O:6][C:4](=[O:5])[C:2]([CH3:1])=[CH2:3]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 133602-Hydroxyethyl MethacrylateHCID 9989226Alumina

Product 1

HCID 870942-((Trimethylsilyl)oxy)ethyl methacrylate

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

HEMA monomer (with an impurity level lower than 0.8% purchased from Rohm) was mixed with triethylamine (≧99.5% pure, from Fluka) and petrol ether (bp 40-60° C.) passed through aluminum oxide and reacted with trimethyl chlorosilane (≧99.0% pure, from Fluka) to obtain trimethylsilyloxyethyl-methacrylate (TMS-HEMA). TMS-HEMA was purified by distillation from calciumhydride (once) and triethylaluminum (electronic grade, from Aldrich) (twice).

Sources & evidence

ORD record
ord-d28fa4f7cac04da18875c552c769eb2d
Source dataset
uspto-grants-2007_08
Patent number
US07256246B2

Reaction notes

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