Reaktion #73338

Reaktionsgleichung

Hydroxylamine sulfate

3-oxo-3-phenylpropanenitrile

NaOH

HCl

→

5-phenyl-isoxazol-3-ylamine

Lösungsmittel

H2O

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated to 80° C. for 22 h
2. 2
   Temperaturthe mixture heated at 80° C. for an additional 2 h
3. 3
   Extraktionextracted with EtOAc

Vorschrift

Hydroxylamine sulfate (2.5 g, 30.3 mmol) is added to a stirred solution of 3-oxo-3-phenylpropanenitrile (4 g, 27.6 mmol) and NaOH (1.27 g, 31.7 mmol) in H2O (25 mL)/EtOH (25 mL). The mixture is stirred at rt and then heated to 80° C. for 22 h. At this point, conc. HCl (3.39 ml, 41.3 mmol) is added and the mixture heated at 80° C. for an additional 2 h. It is then basified to pH 10 and extracted with EtOAc to give 5-phenyl-isoxazol-3-ylamine. MS (ESI) m/z 161.2 (M+1).

Quelle