반응 #70910

반응 방정식

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

수율 70.1%

용매

dichloroethane

반응 조건

후처리

1. 1
   온도to reflux for 3 hours
2. 2
   농축concentrated under the reduced pressure
3. 3
   workup.ADDITIONMethanol was added to the resultant residue, which
4. 4
   온도was then heated
5. 5
   온도The mixture was cooled to room temperature, to which
6. 6
   세척The solution was washed twice with the mixed solvent of hexane
7. 7
   추출extracted with tert-butyl methyl ether three times
8. 8
   세척which was then washed with brine
9. 9
   건조dried over anhydrous magnesium sulfate
10. 10
    여과After the drying agent was filtered off
11. 11
    workup.DISTILLATIONthe solvent was distilled away under the reduced pressure

실험 절차

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).

출처