반응 #11324

반응 방정식

CH3MgBr

THF

cyanide

→

piperidino-piperidine

수율 79.0%

용매

Et2O

반응 조건

후처리

1. 1
   기타The solution was partitioned between 25 wt % aqueous solution of sodium citrate and EtOAc
2. 2
   추출The aqueous layer was extracted with EtOAc
3. 3
   세척The combined EtOAc layers were washed with brine
4. 4
   건조dried (Na2SO4)
5. 5
   여과Filtration and concentration
6. 6
   기타gave a yellow oil
7. 7
   기타Purification via flash chromatography (95/5 to 90/10 EtOAc/MeOH. SiO2)

실험 절차

The cyanide (4.87 g, 15 mmol) was taken up in THF (75 ml). CH3MgBr (25 ml of a 3.0 M solution in Et2O) was added to the reaction mixture at 0° C. The solution was allowed to warm to 25° C. and was stirred at that temperature for 18 h. The solution was partitioned between 25 wt % aqueous solution of sodium citrate and EtOAc. The aqueous layer was extracted with EtOAc. The combined EtOAc layers were washed with brine and dried (Na2SO4). Filtration and concentration gave a yellow oil. Purification via flash chromatography (95/5 to 90/10 EtOAc/MeOH. SiO2) gave 3.7 g (79%) of the piperidino-piperidine 12 as a yellow gum.

출처