Reaktion #8989

Reaktionsgleichung

ammonium sulfate

2-acetylamino-3-cyclopropylamino-but-2-enoic acid ethyl ester

hexamethyldisilazane

→

desired compound

1-Cyclopropyl-2,5-dimethyl-1H-imidazole-4-carboxylic acid ethyl ester

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was evaporated
2. 2
   Extraktionextracted with ethyl acetate and water
3. 3
   TrocknenThe organic phase was dried over sodium sulfate
4. 4
   Sonstigeevaporated
5. 5
   SonstigeThe crude product was purified by column chromatography on silica gel (ethyl acetate/methanol 4:1)

Vorschrift

Fine powdered ammonium sulfate (0.13 g, 1 mmol) was added to a suspension of Z)-2-acetylamino-3-cyclopropylamino-but-2-enoic acid ethyl ester (7.0 g, 20 mmol) and hexamethyldisilazane (50 ml, 235 mmol) and refluxed over night at 145° C. The reaction mixture was evaporated and extracted with ethyl acetate and water. The organic phase was dried over sodium sulfate and evaporated. The crude product was purified by column chromatography on silica gel (ethyl acetate/methanol 4:1) and the desired compound was obtained as a light brown solid (1.3 g, 31%), MS: m/e=209.1 (M+H+).

Quelle