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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 22614Erstellt: 25. Oktober 2026

Sodium Chloride → N-(2,2-Dimethoxyethyl)-2-propenamide

https://huagongshe.com/reaction/22614

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ChlorideHCID 5234—
EduktAcryloyl chlorideHCID 13140—
EduktSodium HydroxideHCID 14798—
EduktAminoacetaldehyde dimethyl acetalHCID 89728—
Katalysator2,2,6,6-tetramethyl-4-hydroxypiperidine-N-oxideHCID 11607999—
LösungsmittelWaterHCID 962—
ProduktN-(2,2-Dimethoxyethyl)-2-propenamideHCID 989889981,7%

Reaktionsschritte

40 g (1.0 mol) of sodium hydroxide are dissolved in 100 g of water and 200 g of ice in a 1-liter reactor having a stirrer and a cooling system. The sodium hydroxide solution is cooled to 10° C., and 105.1 g (1.0 mol) of aminoacetaldehyde dimethyl-acetal and 10 mg of the inhibitor 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxide are added. 99.5 g (1.1 mol) of acrylic acid chloride are slowly added to that solution at 10° C. over a period of 2 hours. The pH value drops slowly and ultimately is adjusted to 7. According to GC, amine is no longer present. The reaction mixture is saturated with sodium chloride and extracted three times with 200 ml of tert-butyl methyl ether. The organic phase is dried, filtered and concentrated using a rotary evaporator. The resulting oil is extracted three times with petroleum ether and then dried again using a rotary evaporator. 130 g of acrylamido-acetaldehyde dimethylacetal (81% of theory) are obtained in the form of an oil; the product is 99% according to GC.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06849210B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-f913742319db48b68f8b62a82147532c
Quellennotizuspto-grants-2005_02