Methacrylic Acid → Methacryloxymethyltrimethylsilane

HRID 392010

Reaction equation

HRID 392010 reaction equation
[CH3:1][C:2](=[CH2:6])[C:3]([OH:5])=[O:4].Cl[CH2:8][Si:9]([CH3:12])([CH3:11])[CH3:10].C(=O)([O-])[O-].[K+].[K+]>C[N-]C>[CH3:6][C:2](=[CH2:1])[C:3]([O:5][CH2:8][Si:9]([CH3:12])([CH3:11])[CH3:10])=[O:4]

Participants

5

Reactant 3

HCID 4093Methacrylic AcidHCID 11430Potassium CarbonateHCID 75361Silane, (chloromethyl)trimethyl-

Product 1

HCID 2760855Methacryloxymethyltrimethylsilane

Reagents, catalysts & solvents 1

HCID 182180DimethylazanideSolvent

Conditions

Temperature
90 °C

Procedure

300 mmol of Methylacrylic acid (MAA) and 200 mmol of chloromethyl trimethylsilane were dissolved in 400 ml of dimethylamide. Potassium carbonate was added to the solution and heated to 90° C. and stirred for 5 hours. Next, the reaction solution was filtered. The filtrate was added to a sodium hydrogen carbonate solution, extracted with ether and pure water respectively, dried, filtered, and concentrated to obtain trimethylsilanylmethyl methylacrylate (TMSA) having the formula (i) below

Workup

  1. filtrationNext, the reaction solution was filtered
  2. additionThe filtrate was added to a sodium hydrogen carbonate solution
  3. extractionextracted with ether and pure water respectively
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-89374aab0d65459ebc755dc684689d3d
Source dataset
uspto-grants-2004_10
Patent number
US06800420B2

Linked notes

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