Reaktion #2507891

Reaktionsgleichung

H2O

EtOAc

1-(2-(2-chloro-4-nitrophenoxy)ethyl)pyrrolidine

→

3-chloro-4-(2-(pyrrolidin-1-yl)ethoxy)benzenamine

Lösungsmittel

AcOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Sonstigethe reaction to RT
3. 3
   Sonstigeany solid was removed by filtration
4. 4
   Waschenrinsed with AcOH and CH2Cl2
5. 5
   EinengenOnce the combined filtrate was concentrated
6. 6
   Extraktionextracted with CH2Cl2 (2×50 mL)
7. 7
   WaschenThe combined organic layers were washed with H2O (10 mL)
8. 8
   Trocknendried over MgSO4
9. 9
   SonstigeAfter removal of the solvent under vacuum the pale brownish oil (0.26 g, 93%)
10. 10
    Sonstigewas carried forward without further purification

Vorschrift

A suspension of Zn powder (620 mg, 9.48 mmol) and 1-(2-(2-chloro-4-nitrophenoxy)ethyl)pyrrolidine (320 mg, 1.19 mmol) in AcOH:H2O (3:1 mL) was heated, at 55° C. for 2 h. After cooling the reaction to RT, any solid was removed by filtration and rinsed with AcOH and CH2Cl2. Once the combined filtrate was concentrated using a rotavap, the resulting residue was adjusted pH to 10 with NH4OH and extracted with CH2Cl2 (2×50 mL). The combined organic layers were washed with H2O (10 mL), then dried over MgSO4. After removal of the solvent under vacuum the pale brownish oil (0.26 g, 93%) was carried forward without further purification. MS (ESI) 241 (M+H)+.

Quelle