Reacción #674312

Ecuación de reacción

tert-butyl 3-hydroxypiperidine-1-carboxylate

Dess-Martin periodinane

→

tert-butyl 3-oxopiperidine-1-carboxylate

Rendimiento 86.5%

Disolventes

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato warm to room temperature slowly
2. 2
   workup.STIRRINGThe solution was stirred at room temperature for 18 hrs
3. 3
   OtroThe white solid was removed by filtration
4. 4
   Lavadoeluted with EtOAc (100 mL)
5. 5
   LavadoThe combined organic phase was washed with saturated solution of NaHCO3 (50 mL)
6. 6
   Secadodried over anhydrous Na2SO4
7. 7
   Concentraciónconcentrated

Procedimiento

To a solution of tert-butyl 3-hydroxypiperidine-1-carboxylate (5 g, 24.84 mmol, 1.0 equiv) in DCM (125 mL) was added Dess-Martin periodinane (11.59 g, 27.33 mmol, 1.1 equiv) at 0° C. in a few portions. The solution was stirred at 0° C. for a while and allowed to warm to room temperature slowly. The solution was stirred at room temperature for 18 hrs. A lot of white solid suspended. The white solid was removed by filtration, eluted with EtOAc (100 mL). The combined organic phase was washed with saturated solution of NaHCO3 (50 mL), dried over anhydrous Na2SO4, concentrated to afford 4.28 g (yield 86%) of tert-butyl 3-oxopiperidine-1-carboxylate as a white solid.

Fuente