반응 #10887

반응 방정식

1-(4-nitrophenyl)piperazine

potassium carbonate

iodocyclopentane

18-crown-6

→

1-cyclopentyl-4-(4-nitrophenyl)piperazine

용매

acetonitrile

반응 조건

후처리

1. 1
   온도at reflux overnight
2. 2
   여과The mixture was filtered
3. 3
   세척the filter cake was washed with acetonitrile
4. 4
   기타The solvent was evaporated from the combined filtrates
5. 5
   기타the residue was partitioned between water and ethyl acetate
6. 6
   기타The layers were separated
7. 7
   추출the aqueous layer was extracted twice with ethyl acetate
8. 8
   건조The combined organic layers were dried (Na2SO4)
9. 9
   여과filtered
10. 10
    기타evaporated to a yellow solid
11. 11
    기타dried under vacuum

실험 절차

A mixture of 1-(4-nitrophenyl)piperazine (12 g, 57.9 mmol) (Acros Organics), powdered potassium carbonate (5.4 g, 39 mmol), iodocyclopentane (7 mL, 60.8 mmol) (Aldrich) and a catalytic amount of 18-crown-6 in acetonitrile (90 mL) was heated at reflux overnight. The mixture was filtered, and the filter cake was washed with acetonitrile. The solvent was evaporated from the combined filtrates and the residue was partitioned between water and ethyl acetate. The layers were separated and the aqueous layer was extracted twice with ethyl acetate. The combined organic layers were dried (Na2SO4), filtered, evaporated to a yellow solid and dried under vacuum to give 1-cyclopentyl-4-(4-nitrophenyl)piperazine) (6.6 g, 41%.)

출처