反应 #70910

反应方程式

4-[1-benzyl-3-(trifluoromethyl)pyrrolidin-3-yl]-2,6-bis(trifluoromethyl)pyridine

1-chloroethyl chloroformate

→

2,6-bis(trifluoromethyl)-4-[3-(trifluoromethyl)pyrrolidin-3-yl]pyridine

收率 70.1%

溶剂

dichloroethane

反应条件

后处理

1. 1
   温度to reflux for 3 hours
2. 2
   浓缩concentrated under the reduced pressure
3. 3
   workup.ADDITIONMethanol was added to the resultant residue, which
4. 4
   温度was then heated
5. 5
   温度The mixture was cooled to room temperature, to which
6. 6
   洗涤The solution was washed twice with the mixed solvent of hexane
7. 7
   萃取extracted with tert-butyl methyl ether three times
8. 8
   洗涤which was then washed with brine
9. 9
   干燥dried over anhydrous magnesium sulfate
10. 10
    过滤After the drying agent was filtered off
11. 11
    workup.DISTILLATIONthe solvent was distilled away under the reduced pressure

实验过程

The solution of 4-[1-benzyl-3-(trifluoromethyl)pyrrolidin-3-yl]-2,6-bis(trifluoromethyl)pyridine (1.4 g) and 1-chloroethyl chloroformate (0.905 g) in dichloroethane was heated to reflux for 3 hours. The mixture was cooled to room temperature and then concentrated under the reduced pressure. Methanol was added to the resultant residue, which was then heated with stirring at 60° C. for two hours. The mixture was cooled to room temperature, to which was then added water. The solution was washed twice with the mixed solvent of hexane. The solution was neutralized with sodium hydroxide and then extracted with tert-butyl methyl ether three times. The organic layer was combined, which was then washed with brine and dried over anhydrous magnesium sulfate. After the drying agent was filtered off, the solvent was distilled away under the reduced pressure to yield 2,6-bis(trifluoromethyl)-4-[3-(trifluoromethyl)pyrrolidin-3-yl]pyridine (0.781 g).

来源