Methyl formate → N-[3-(Trimethoxysilyl)propyl]formamide

HRID 2232607Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][CH2:4][Si:5]([O:10][CH3:11])([O:8][CH3:9])[O:6][CH3:7].[CH:12](OC)=[O:13]>>[CH3:9][O:8][Si:5]([O:10][CH3:11])([O:6][CH3:7])[CH2:4][CH2:3][CH2:2][NH:1][CH:12]=[O:13]

Participants

Reactant 2

HCID 7865Methyl formate

HCID 83756Aminopropyltrimethoxysilane

Product 1

HCID 14388644N-[3-(Trimethoxysilyl)propyl]formamide

Procedure

A mixture of 7 parts (39 mmol.) of 3-aminopropyltrimethoxysilane and 20 parts (330 mmol.) of methyl formate was heated under reflux in a nitrogen atmosphere. The reaction was monitored by gas chromatography and was found to be complete after 3 hours. Volatiles were then removed in vacuum, yielding the desired N-(3-trimethoxysilylpropyl)formamide.

Workup

temperaturewas heated
temperatureunder reflux in a nitrogen atmosphere
customVolatiles were then removed in vacuum

Sources & evidence

ORD record: ord-fb7812a19df8447aa7e6e464e79de421
Source dataset: uspto-grants-1988_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04788310

Reaction notes

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