반응 #1527999

반응 방정식

ammonium chloride

2,4-difluorobenzaldehyde

1-benzyl-3-chloromethylpyrrolidine

magnesium

→

expected product

1-Benzyl-3-[2-(2,4-difluorophenyl)-2-hydroxyethyl]pyrrolidine

용매

THF

tetrahydrofuran

THF

반응 조건

후처리

1. 1
   workup.ADDITIONis added, at 65° C., to a suspension
2. 2
   온도The mixture is maintained
3. 3
   온도at reflux
4. 4
   온도by cooling
5. 5
   workup.ADDITIONthis solution is added to a solution
6. 6
   추출After extraction with dichloromethane
7. 7
   기타evaporation
8. 8
   기타the residual oil is purified by chromatography on a column of silica

실험 절차

A solution containing 0.38 mol of 1-benzyl-3-chloromethylpyrrolidine in 200 ml of tetrahydrofuran (THF) is added, at 65° C., to a suspension containing 9.3 g of magnesium in 100 ml of THF. The mixture is maintained at reflux and, after disappearance of the metal, followed by cooling, this solution is added to a solution containing 0.38 mol of 2,4-difluorobenzaldehyde in 300 ml of THF. The mixture is maintained at room temperature for 12 hours and is then hydrolyzed with 220 ml of saturated ammonium chloride solution. After extraction with dichloromethane and then evaporation, the residual oil is purified by chromatography on a column of silica, using a dichloromethane/methanol/aqueous ammonia (98/2/0.2) mixture as eluent, and gives the expected product.

출처