تفاعل #674312

معادلة التفاعل

tert-butyl 3-hydroxypiperidine-1-carboxylate

Dess-Martin periodinane

→

tert-butyl 3-oxopiperidine-1-carboxylate

المردود 86.5%

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto warm to room temperature slowly
2. 2
   workup.STIRRINGThe solution was stirred at room temperature for 18 hrs
3. 3
   أخرىThe white solid was removed by filtration
4. 4
   غسيلeluted with EtOAc (100 mL)
5. 5
   غسيلThe combined organic phase was washed with saturated solution of NaHCO3 (50 mL)
6. 6
   تجفيفdried over anhydrous Na2SO4
7. 7
   تركيزconcentrated

الإجراء التجريبي

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.

المصدر