Reaktion #63859

Reaktionsgleichung

acetic acid

(E)-4-ethyl-2-hydroxyimino-5-nitro-3-hexenamide

diazomethane

→

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

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITto stand at 0° C. for an hour
2. 2
   SonstigeThe resulting reaction mixture
3. 3
   Sonstigewas evaporated under reduced pressure
4. 4
   Sonstigeto give an oil which
5. 5
   Sonstigewas purified by preparative thin layer chromatography

Vorschrift

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).

Quelle