Triethylamine → 3-(Triethoxysilyl)propylacrylamide

HRID 2100241Notes

Reaction equation

HRID 2100241 reaction equation
N[CH2:2][CH2:3][CH2:4][Si:5]([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8].C([N:17](CC)CC)C.[C:22](Cl)(=[O:25])[CH:23]=[CH2:24]>C1COCC1>[CH2:7]([O:6][Si:5]([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])[CH2:4][CH2:3][CH2:2][C:23](=[CH2:24])[C:22]([NH2:17])=[O:25])[CH3:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 13521(3-Aminopropyl)triethoxysilane

Product 1

HCID 187622113-(Triethoxysilyl)propylacrylamideYield 70.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

3-Aminopropyltriethoxysilane (1.5 g, 6.78 mmol) and triethylamine (1.03 g, 10.17 mmol) were dissolved in dry THF (7 mL) at 0° C. under nitrogen atmosphere. Acryloyl chloride (0.92 g, 10.17 mmol) in dry THF (7 mL) was slowly added to the mixture at 0° C. The resulting mixture was stirred at 0° C. for 10 h. The resulting mixture was filtered through a sintered glass filter and the filtrate was concentrated to give a product as a red oil (1.31 g, 70%). This compound was used without further purification.

Workup

  1. filtrationThe resulting mixture was filtered through a sintered glass
  2. filtrationfilter
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-87757a3b8a4646d1a1bdaadb85a48108
Source dataset
uspto-grants-2009_08
Patent number
US07572644B2

Reaction notes

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