反応 #305507

反応方程式

tetrahydrofuran

potassium tert-butoxide

N-benzylethanolamine

intermediate 23

N-benzylethanolamine

2-chloroacrylonitrile

intermediate 24

2-chloroacrylonitrile

→

4-benzylmorpholine-2-carbonitrile

溶媒

ethyl ether

反応条件

後処理

1. 1
   温度After the mixture was cooled to 0° C.
2. 2
   workup.STIRRINGthe mixture was stirred at 0° C. for one hour
3. 3
   洗浄washed with water and brine
4. 4
   乾燥dried over magnesium sulfate
5. 5
   その他Solvent was removed under reduced pressure
6. 6
   その他the residue was purified by silica gel column chromatography (eluent; 5% ethyl acetate in hexane)

実験手順

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.

出典