반응 #305507

반응 방정식

tetrahydrofuran

potassium tert-butoxide

N-benzylethanolamine

intermediate 23

N-benzylethanolamine

2-chloroacrylonitrile

intermediate 24

2-chloroacrylonitrile

→

4-benzylmorpholine-2-carbonitrile

용매

ethyl ether

반응 조건

후처리

1. 1
   온도After the mixture was cooled to 0° C.
2. 2
   workup.STIRRINGthe mixture was stirred at 0° C. for one hour
3. 3
   세척washed with water and brine
4. 4
   건조dried over magnesium sulfate
5. 5
   기타Solvent was removed under reduced pressure
6. 6
   기타the residue was purified by silica gel column chromatography (eluent; 5% ethyl acetate in hexane)

실험 절차

A mixture of N-benzylethanolamine (intermediate 23, 44.8 ml, 314 mmol) and 2-chloroacrylonitrile (intermediate 24, 25 ml, 314 mmol) was stirred at room temperature for 24 hours. After the mixture was cooled to 0° C., tetrahydrofuran (300 ml) and then potassium tert-butoxide was added to the mixture, and the mixture was stirred at 0° C. for one hour. The mixture was diluted by ethyl ether, and then washed with water and brine and dried over magnesium sulfate. Solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (eluent; 5% ethyl acetate in hexane) to afford 4-benzylmorpholine-2-carbonitrile (intermediate 25) as colorless oil.

출처