Réaction #10889

Équation de réaction

1-(4-nitrophenyl)piperazine

potassium carbonate

1-Iodo-2-methylpropane

18-crown-6

→

1-(isobutyl)-4-(4-nitrophenyl)piperazine

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   Températureat reflux overnight
2. 2
   FiltrationThe mixture was filtered
3. 3
   Lavagethe filter cake was washed with acetonitrile
4. 4
   AutreThe solvent was evaporated from the combined filtrates
5. 5
   Autrethe residue was partitioned between water and ethyl acetate
6. 6
   AutreThe layers were separated
7. 7
   Extractionthe aqueous layer was extracted twice with ethyl acetate
8. 8
   SéchageThe combined organic layers were dried (Na2SO4)
9. 9
   Filtrationfiltered
10. 10
    Autreevaporated
11. 11
    Autredried under vacuum

Mode opératoire

A mixture of 1-(4-nitrophenyl)piperazine (8 g, 38.6 mmol) (Acros Organics), powdered potassium carbonate (3.58 g, 25.98 mmol), 1-Iodo-2-methylpropane (4.66 ml, 40.5 mmol), and a catalytic amount of 18-crown-6 in acetonitrile (60 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 and dried under vacuum to give 1-(isobutyl)-4-(4-nitrophenyl)piperazine) (9.4 g, 92%) as a yellow solid.

Source