反応 #674312

反応方程式

tert-butyl 3-hydroxypiperidine-1-carboxylate

Dess-Martin periodinane

→

tert-butyl 3-oxopiperidine-1-carboxylate

収率 86.5%

溶媒

DCM

反応条件

後処理

1. 1
   温度to warm to room temperature slowly
2. 2
   workup.STIRRINGThe solution was stirred at room temperature for 18 hrs
3. 3
   その他The white solid was removed by filtration
4. 4
   洗浄eluted with EtOAc (100 mL)
5. 5
   洗浄The combined organic phase was washed with saturated solution of NaHCO3 (50 mL)
6. 6
   乾燥dried over anhydrous Na2SO4
7. 7
   濃縮concentrated

実験手順

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.

出典