Reaktion #72966

Reaktionsgleichung

N-carbethoxy-4-piperidone

sodium ethoxide

nitromethane

→

ethyl 4-hydroxy-4-(nitromethyl)piperidine-1-carboxylate

Lösungsmittel

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigea solution formed from which a solid
2. 2
   Sonstigeprecipitated
3. 3
   workup.WAITAfter 1.5 h
4. 4
   workup.ADDITIONwater (100 mL) was added
5. 5
   Sonstigethe solid was isolated by filtration
6. 6
   Waschenwashed with water (100 mL)
7. 7
   Sonstigedried under vacuum
8. 8
   Temperaturwith heat

Vorschrift

To a solution of N-carbethoxy-4-piperidone (11.34 g, 66.24 mmol) in nitromethane (5.3 mL) and ethanol (2 mL) was added a solution of sodium ethoxide in ethanol (2.67 M, 1.24 mL, 3.31 mmol). The mixture was stirred for 5 min and a solution formed from which a solid precipitated. After 1.5 h, water (100 mL) was added and the solid was isolated by filtration, washed with water (100 mL), and dried under vacuum with heat to yield the product ethyl 4-hydroxy-4-(nitromethyl)piperidine-1-carboxylate as an off white solid, 9.58 g (62%).

Quelle