Reacción #63859

Ecuación de reacción

acetic acid

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

diazomethane

→

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

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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).

Fuente