Water → 3-Methacryloxypropyldimethylsilanol

HRID 72060Notes

Reaction equation

HRID 72060 reaction equation
O.C([O:4]CC)C.[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]>C1COCC1>[C:7]([O:12][CH2:13][CH2:14][CH2:15][Si:16]([CH3:19])([CH3:18])[OH:4])(=[O:11])[C:8]([CH3:10])=[CH2:9]

Participants

5

Reactant 3

HCID 962WaterHCID 3283Diethyl EtherHCID 27595272-Propenoic acid, 2-methyl-, 3-(chlorodimethylsilyl)propyl ester

Product 1

HCID 110090063-MethacryloxypropyldimethylsilanolYield 99%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

Deionized water (100 mL) and diethyl ether (200 mL) were added to a single-neck 500 mL round-bottom flask fitted with a magnetic stirrer. The flask was cooled in an ice bath to 0° C. The flask was fitted with a dropping funnel and a mixture of (10 g, 0.045 mol) of 3-methacryloxypropyl dimethylchlorosilane and 50 mL of anhydrous THF was added to the flask. The reaction was stirred for one hour at 0° C. The organic layer was separated and dried over anhydrous sodium sulfate and filtered. The solvent was evaporated on a rotovap to give 3-methacryloxypropyl dimethylhydroxysilane in 9.0 g quantity, 99% yield as a clear, colorless oil.

Workup

  1. customfitted with a magnetic stirrer
  2. customThe flask was fitted with a dropping funnel
  3. additionwas added to the flask
  4. customThe organic layer was separated
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customThe solvent was evaporated on a rotovap

Sources & evidence

ORD record
ord-648d69b6ddf74a4b845a71dab5590b72
Source dataset
uspto-grants-2014_09
Patent number
US08827447B2

Reaction notes

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