Acetic Acid → (E)-4-ethyl-2-methoxyimino-5-nitro-3-hexenamide

HRID 868229Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 868229
[CH2:1](/[C:3](/[CH:11]([N+:13]([O-:15])=[O:14])[CH3:12])=[CH:4]\[C:5](=[N:9][OH:10])[C:6]([NH2:8])=[O:7])[CH3:2].[N+](=[CH2:18])=[N-].C(O)(=O)C>CO>[CH2:1](/[C:3](/[CH:11]([N+:13]([O-:15])=[O:14])[CH3:12])=[CH:4]\[C:5](=[N:9][O:10][CH3:18])[C:6]([NH2:8])=[O:7])[CH3:2]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 9550DiazomethaneHCID 86742405(E)-4-ethyl-2-hydroxyimino-5-nitro-3-hexenamide

Produkt 1

HCID 86742404(E)-4-ethyl-2-methoxyimino-5-nitro-3-hexenamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To (E)-4-ethyl-2-hydroxyimino-5-nitro-3-hexenamide (37 mg) in methanol (5 ml) was added excess etheral diazomethane at -20° C. The resulting mixture was allowed to stand at 0° C. for an hour and then acetic acid was added thereto until the yellow color of the solution was discharged. The resulting reaction mixture was evaporated under reduced pressure to give an oil which was purified by preparative thin layer chromatography, developing with chloroform containing 5% methanol to give (E)-4-ethyl-2-methoxyimino-5-nitro-3-hexenamide (21.5 mg).

Aufarbeitung

  1. waitto stand at 0° C. for an hour
  2. customThe resulting reaction mixture
  3. customwas evaporated under reduced pressure
  4. customto give an oil which
  5. customwas purified by preparative thin layer chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d26d0d9c34ba449291067e49f637a27a
Quelldatensatz
uspto-grants-1988_10
Patentnummer
US04778804

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