반응 #49678

반응 방정식

3-(R)-(1-cyano-1,1-diphenylmethyl)piperidine

2-phenoxyethyl bromide

potassium carbonate

→

title compound

3-(R)-(1-cyano-1,1-diphenylmethyl)-1-(2-phenoxyethyl)piperidine

용매

acetonitrile

반응 조건

후처리

1. 1
   온도under reflux for 5 hours
2. 2
   기타The mixture was then partitioned between dichloromethane (30 ml) and 10% aqueous potassium carbonate (30 ml)
3. 3
   기타the layers separated
4. 4
   추출the aqueous layer extracted with dichloromethane (2×20 ml)
5. 5
   건조The combined dichloromethane extracts were dried (MgSO4)
6. 6
   농축concentrated in vacuo
7. 7
   기타to give a gum which
8. 8
   기타was purified by column chromatography on silica eluting with dichloromethane
9. 9
   workup.ADDITIONcontaining methanol (0% up to 2%)
10. 10
    농축concentrated in vacuo

실험 절차

A mixture containing 3-(R)-(1-cyano-1,1-diphenylmethyl)piperidine (0.3 g), 2-phenoxyethyl bromide (0.24 g--commercially available), anhydrous potassium carbonate (0.5 g) and acetonitrile (15 ml) was heated under reflux for 5 hours. The mixture was then partitioned between dichloromethane (30 ml) and 10% aqueous potassium carbonate (30 ml), the layers separated, and the aqueous layer extracted with dichloromethane (2×20 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated in vacuo to give a gum which was purified by column chromatography on silica eluting with dichloromethane containing methanol (0% up to 2%). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a gum, yield 0.254 g.

출처