Reaktion #10887

Reaktionsgleichung

1-(4-nitrophenyl)piperazine

potassium carbonate

iodocyclopentane

18-crown-6

→

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

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux overnight
2. 2
   FiltrationThe mixture was filtered
3. 3
   Waschenthe filter cake was washed with acetonitrile
4. 4
   SonstigeThe solvent was evaporated from the combined filtrates
5. 5
   Sonstigethe residue was partitioned between water and ethyl acetate
6. 6
   SonstigeThe layers were separated
7. 7
   Extraktionthe aqueous layer was extracted twice with ethyl acetate
8. 8
   TrocknenThe combined organic layers were dried (Na2SO4)
9. 9
   Filtrationfiltered
10. 10
    Sonstigeevaporated to a yellow solid
11. 11
    Sonstigedried under vacuum

Vorschrift

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%.)

Quelle