تفاعل #72974

معادلة التفاعل

tert-butyl 4-oxopiperidine-1-carboxylate

sodium ethoxide

nitromethane

water

→

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

المذيبات

ethanol

ethanol

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىThe mixture was sonicated for 15 min
2. 2
   workup.STIRRINGstirred overnight
3. 3
   أخرىsonicated again
4. 4
   أخرىThe solid was isolated by filtration
5. 5
   غسيلwashed with water (300 mL)
6. 6
   أخرىdried

الإجراء التجريبي

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%).

المصدر