Reaktion #72974

Reaktionsgleichung

tert-butyl 4-oxopiperidine-1-carboxylate

sodium ethoxide

nitromethane

water

→

tert-butyl 4-hydroxy-4-(nitromethyl)piperidine-1-carboxylate

Lösungsmittel

ethanol

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was sonicated for 15 min
2. 2
   workup.STIRRINGstirred overnight
3. 3
   Sonstigesonicated again
4. 4
   SonstigeThe solid was isolated by filtration
5. 5
   Waschenwashed with water (300 mL)
6. 6
   Sonstigedried

Vorschrift

To a solution of tert-butyl 4-oxopiperidine-1-carboxylate (52.65 g, 264 mmol) in nitromethane (21 mL) and ethanol (8 mL) was added a solution of sodium ethoxide in ethanol (2.67 M, 5.0 mL, 13.4 mmol). The mixture was stirred at rt and more ethanol (30 mL) was added. The mixture was sonicated for 15 min, stirred overnight, then sonicated again. To the mixture was added water (400 mL). The solid was isolated by filtration, washed with water (300 mL), and dried to yield tert-butyl 4-hydroxy-4-(nitromethyl)piperidine-1-carboxylate as a white solid, 67.60 g (98%).

Quelle