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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1080751Generated: October 30, 2026

Triethylamine → N-(2,2-Dimethoxyethyl)methacrylamide

https://huagongshe.com/reaction/1080751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethacryloyl chlorideHCID 13528—
ReactantAminoacetaldehyde dimethyl acetalHCID 89728—
SolventDichloromethaneHCID 6344—
ProductN-(2,2-Dimethoxyethyl)methacrylamideHCID 302450965%

Reaction Steps

Over a period of 4 hours, 104.5 parts of methacryloyl chloride dissolved in 105 parts of dichloromethane are added dropwise at a maximum of 15° C., while cooling with ice, to 105.14 parts of aminoacetaldehyde dimethylacetal and 101.2 parts of triethylamine in 200 parts of dichloromethane. When the reaction is complete, the dichloromethane phase is washed with 200 parts of water then with 200 parts of 1N HCl solution, and then twice with 200 parts of water. After drying with anhydrous magnesium sulfate, the dichloromethane phase is concentrated by evaporation and stabilised with 0.1% of 2,6-di-tert-butyl-p-cresol, based on the reaction product. After distillation at 90° C. 10-3 mbar, 112 g of methacrylamidoacetaldehyde dimethylacetal are obtained in the form of a colourless liquid, boiling point 92° C. 10-3 mbar (65% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05583163
Source datasetuspto-grants-1996_12
ORD IDord-2bb3282df3c644aba31b354f6c8cafde
Source noteuspto-grants-1996_12