Ethylene carbonate → HCID 23363373, compound

HRID 2037838Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][CH2:4][Si:5]([O:10][CH3:11])([O:8][CH3:9])[O:6][CH3:7].[C:12]1(=[O:17])[O:16][CH2:15][CH2:14][O:13]1>>[CH3:9][O:8][Si:5]([O:10][CH3:11])([O:6][CH3:7])[CH2:4][CH2:3][CH2:2][NH:1][C:12](=[O:17])[O:13][CH2:14][CH2:15][OH:16]

Participants

Reactant 2

HCID 7303Ethylene carbonate

HCID 83756Aminopropyltrimethoxysilane

Product 1

HCID 23363373HCID 23363373, compound

Procedure

3-Aminopropyltrimethoxysilane (20 g, 0.111 mol) was mixed with ethylene carbonate (9.82 g, 0.111 mol) under slow stirring. The mixture became slightly warm. Stirring continued for 24 hours to give 2-hydroxylethyl N-(3-trimethoxysilylpropyl)carbamate. Hexylene glycol (39.3 g, 0.333 mol) was added drop-wise under stirring to a mixture of 2-hydroxylethyl N-(3-trimethoxysilylpropyl)carbamate (29.8 g, 0.111 mol), and sulfuric acid (0.1 g) and then heated at 50° C. and 15 mm Hg pressure for 4 hours. The methanol that formed was removed by distillation. The product was a clear, low viscosity liquid.

Workup

temperatureThe mixture became slightly warm

Sources & evidence

ORD record: ord-5d54df8e57374b88aa294f812fabc9d4
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08575292B2

Reaction notes

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