HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1080751Generated: October 30, 2026
Triethylamine → N-(2,2-Dimethoxyethyl)methacrylamide
https://huagongshe.com/reaction/1080751
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methacryloyl chloride | HCID 13528 | — |
| Reactant | Aminoacetaldehyde dimethyl acetal | HCID 89728 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2,2-Dimethoxyethyl)methacrylamide | HCID 3024509 | 65% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05583163 |
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| Source dataset | uspto-grants-1996_12 |
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| ORD ID | ord-2bb3282df3c644aba31b354f6c8cafde |
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| Source note | uspto-grants-1996_12 |
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