反应 #87160

反应方程式

N-Boc-piperidin-4-one

MeMgBr

NH4Cl

→

tert-butyl 4-hydroxy-4-methylpiperidine-1-carboxylate

收率 92.9%

溶剂

THF

反应条件

后处理

1. 1
   温度to warm to ambient temperature
2. 2
   温度The mixture was cooled to 0° C.
3. 3
   萃取The resulting mixture was extracted with EtOAc (100 mL)
4. 4
   洗涤The organic layer was washed with water (50 mL) and brine (50 mL)
5. 5
   干燥dried over anhydrous sodium sulfate
6. 6
   浓缩concentrated

实验过程

A solution of N-Boc-piperidin-4-one (1.0 g, 5.0 mmol) was dissolved in THF (20 mL) and then cooled to −40° C. MeMgBr (2.8 M, 7.2 mL, 20 mmol) was added slowly over 10 min. The reaction mixture was allowed to warm to ambient temperature and stirred for 2 h. The mixture was cooled to 0° C. and saturated aqueous NH4Cl (50 mL) was added. The resulting mixture was extracted with EtOAc (100 mL). The organic layer was washed with water (50 mL) and brine (50 mL), dried over anhydrous sodium sulfate, and concentrated to afford tert-butyl 4-hydroxy-4-methylpiperidine-1-carboxylate (1.0 g, 92% yield) as a yellow oil.

来源