반응 #87160

반응 방정식

N-Boc-piperidin-4-one

MeMgBr

NH4Cl

→

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

수율 92.9%

용매

THF

반응 조건

후처리

1. 1
   온도to warm to ambient temperature
2. 2
   온도The mixture was cooled to 0° C.
3. 3
   추출The resulting mixture was extracted with EtOAc (100 mL)
4. 4
   세척The organic layer was washed with water (50 mL) and brine (50 mL)
5. 5
   건조dried over anhydrous sodium sulfate
6. 6
   농축concentrated

실험 절차

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.

출처