Chloroacetamide → Ethyl 2,5-dioxo-3-pyrrolidinecarboxylate

HRID 483104

Reaktionsgleichung

Reaktionsgleichung von HRID 483104
[C:1]([O:9]CC)(=O)[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[H-].[Na+].Cl[CH2:15][C:16]([NH2:18])=[O:17]>CN(C)C=O>[CH2:6]([O:5][C:3]([CH:2]1[CH2:15][C:16](=[O:17])[NH:18][C:1]1=[O:9])=[O:4])[CH3:7]

Komponenten

5

Edukt 3

HCID 6580ChloroacetamideHCID 7761Diethyl MalonateHCID 24758Sodium hydride

Produkt 1

HCID 23635561Ethyl 2,5-dioxo-3-pyrrolidinecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of diethyl malonate (6.1 ml) in N,N-dimethylformamide (30 ml) are added 60% sodium hydride (1.6 g) at 0° C. and, after 8 minutes, chloroacetamide (1.87 g). After stirring at room temperature for 3.5 hours, the mixture in neutralized with acetic acid and extracted with ethyl acetate. The extract is washed with water and concentrated to give 2,5-dioxopyrrolidine-3-carboxylic acid ethyl ester. Oil.

Aufarbeitung

  1. extractionthe mixture in neutralized with acetic acid and extracted with ethyl acetate
  2. washThe extract is washed with water
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-a315d93cc0df448580a90e1858c3b76d
Quelldatensatz
uspto-grants-1986_03
Patentnummer
US04578378

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