Reaktion #63858

Reaktionsgleichung

4-ethyl-2-hydroxy-5-nitrohexanamide

→

4-ethyl-5-nitro-2-oxo-hexanamide

Ausbeute 14.0%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Sonstigethe mixture was evaporated to dryness
3. 3
   workup.ADDITIONThe resulting residue was diluted with water
4. 4
   Extraktionextracted with ethyl acetate
5. 5
   WaschenThe extract was washed successively with water
6. 6
   Trocknenan aqueous sodium bicarbonate and brine, and then dried over magnesium sulfate
7. 7
   SonstigeThe solvent was removed by distillation
8. 8
   Sonstigeto give an oil
9. 9
   SonstigeThe oil was purified by a preparative thin layer chromatography [solvent: methanol-chloroform (5:95)]

Vorschrift

To a solution of 4-ethyl-2-hydroxy-5-nitrohexanamide (0.36 g) in acetic acid (5 ml) was added chromium trioxide (0.23 g). The resulting mixture was heated at 100° C. for 40 minutes with stirring. After cooling, the mixture was evaporated to dryness. The resulting residue was diluted with water and then extracted with ethyl acetate. The extract was washed successively with water, an aqueous sodium bicarbonate and brine, and then dried over magnesium sulfate. The solvent was removed by distillation to give an oil. The oil was purified by a preparative thin layer chromatography [solvent: methanol-chloroform (5:95)] to give 4-ethyl-5-nitro-2-oxo-hexanamide (50 mg).

Quelle