Reaktion #41104

Reaktionsgleichung

t-butylhydrazine hydrochloride salt

ethyl (ethoxymethylene)-cyanoacetate

sodium acetate

→

5-amino-1-tert-butyl-1H-pyrazole-4-carboxylic acid ethyl ester

Ausbeute 77.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 16 hours
2. 2
   ExtraktionThe separated aqueous phase was extracted three times with dichloromethane
3. 3
   WaschenThe combined organic phases were washed successively with water and saturated brine solution
4. 4
   Trocknendried with sodium sulfate
5. 5
   SonstigeThe solvent was removed in vacuo

Vorschrift

A solution containing t-butylhydrazine hydrochloride salt (10 g, 80.3 mmol), ethyl (ethoxymethylene)-cyanoacetate (13.6 g, 80.4 mmol), and anhydrous sodium acetate (8.2 g, 100 mmol) in 100 mL ethanol was stirred and refluxed for 16 hours. The solution was poured into ice-water. The separated aqueous phase was extracted three times with dichloromethane. The combined organic phases were washed successively with water and saturated brine solution and dried with sodium sulfate. The solvent was removed in vacuo to give 5-amino-1-tert-butyl-1H-pyrazole-4-carboxylic acid ethyl ester (13 g, 77%).

Quelle