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

HRID 1606939Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1606939
[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-04395c6aa7d7415380eb349b5531032f
Quelldatensatz
uspto-grants-1989_09
Patentnummer
US04863926

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