Water → 3-Methacryloxypropyldimethylsilanol

HRID 727962Notes

Reaction equation

HRID 727962 reaction equation
O.C(=O)(O)[O-:3].[Na+].[C:7]([O:12][CH2:13][CH2:14][CH2:15][Si:16]([CH3:19])([CH3:18])Cl)(=[O:11])[C:8]([CH3:10])=[CH2:9]>C(OCC)C>[C:7]([O:12][CH2:13][CH2:14][CH2:15][Si:16]([CH3:19])([CH3:18])[OH:3])(=[O:11])[C:8]([CH3:10])=[CH2:9]

Participants

5

Reactant 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 27595272-Propenoic acid, 2-methyl-, 3-(chlorodimethylsilyl)propyl ester

Product 1

HCID 110090063-Methacryloxypropyldimethylsilanol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

After 60 mL of water, 60 ml of diethyl ether, and 7 g (83 mmol) of sodium bicarbonate had been placed into a four-necked flask, the temperature was lowered to 0° C. Next, 15 g (68 mmol) of 3-methacryloxypropyldimethylchlorosilane were added dropwise into the resulting mixture, which was being agitated, via a dropping funnel. After the reaction had been completed, the ether layer was separated and then washed with water once. After the ether had subsequently been distilled and removed at room temperature and reduced pressure, 3-methacryloxypropyldimethylsilanol (hereafter, "MPOH") was obtained. The structure of said compound was verified by gas chromatographic analysis (GLC) and nuclear magnetic resonance analysis (NMR).

Workup

  1. customwas lowered to 0° C
  2. customthe ether layer was separated
  3. washwashed with water once
  4. distillationAfter the ether had subsequently been distilled
  5. customremoved at room temperature

Sources & evidence

ORD record
ord-9db23a4c2dfe40c897390da0a8bc3573
Source dataset
uspto-grants-1991_09
Patent number
US05045621

Reaction notes

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