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Dimethylazanium;chloride → Ethyl 3-(N,N-dimethylamino)acrylate

HRID 1086626
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1086626
[Cl-].[CH3:2][NH2+:3][CH3:4].[CH:5]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=O.[Na]>C1(C)C=CC=CC=1>[CH3:2][N:3]([CH:5]=[CH:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 12954980Dimethylazanium;chlorideHCID 86593876Sodium ethyl formylacetate2×

Produkt 1

HCID 121015Ethyl 3-(N,N-dimethylamino)acrylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

120 ml of a toluene suspension of 50.40 g (0.62 mol) of dimethylammonium chloride were introduced with good stirring in the course of half an hour into 274.5 g of a toluene suspension which originated from the preparation of sodium ethyl formylacetate and which contained 71.2 g (0.515 mol) of sodium ethyl formylacetate. The reddish orange-coloured, mobile suspension was freed on a rotary evaporator in a slight vacuum (about 300 mbar) from low-boiling components and from about 80 to 90% of the toluene including the water passing over azeotropically. The solids were filtered off with suction and washed with 50 ml of toluene, and the combined filtrates were distilled in vacuo without a column. After a forerun of toluene, 85.8 g of colourless ethyl N,N-dimethyl-β-aminoacrylate passed over at 0.6 mbar and a head temperature of 94° to 95° C.

Aufarbeitung

  1. additionwere introduced
  2. customThe reddish orange-coloured, mobile suspension was freed on a rotary evaporator in a slight vacuum (about 300 mbar) from low-boiling components and from about 80 to 90% of the toluene including the water passing over azeotropically
  3. filtrationThe solids were filtered off with suction
  4. washwashed with 50 ml of toluene
  5. distillationthe combined filtrates were distilled in vacuo without a column
  6. customa head temperature of 94° to 95° C.

Quellen und Nachweise

ORD-Eintrag
ord-4eb215cf82fa4f80bbde73dbaba35563
Quelldatensatz
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05030747

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