반응 #2313637

반응 방정식

hydrochloric acid

2,4-difluorobenzonitrile

ether

1-benzyl-3-chloromethylpyrrolidine

ether

magnesium

ether

→

expected product

1-Benzyl-3-[(2,4-difluorobenzoyl)methyl]-pyrrolidine

용매

water

반응 조건

후처리

1. 1
   workup.ADDITIONis added to a suspension
2. 2
   온도to reflux until the metal
3. 3
   온도After cooling
4. 4
   온도to reflux for 24 hours
5. 5
   기타for 2 hours
6. 6
   온도After cooling
7. 7
   기타separation
8. 8
   추출extracted with dichloromethane

실험 절차

A solution containing 238 mmol of 1-benzyl-3-chloromethylpyrrolidine in 400 ml of ether is added to a suspension containing 238 mmol of magnesium in 100 ml of ether. The combined mixture is brought to reflux until the metal has disappeared. After cooling, 238 mmol of 2,4-difluorobenzonitrile in 200 ml of ether are added to this solution. The mixture is brought to reflux for 24 hours, is then hydrolyzed with 78 ml of concentrated hydrochloric acid and 50 ml of water and again brought to boiling point for 2 hours. After cooling and separation by settling, the aqueous phase is brought to pH 10 and extracted with dichloromethane. The expected product is obtained in the form of an oil after drying, evaporation and purification by chromatography on a silica column, using a dichloromethane/methanol/aqueous ammonia (99/1/0.1) mixture as eluent.

출처