Реакция #10887

Уравнение реакции

1-(4-nitrophenyl)piperazine

potassium carbonate

iodocyclopentane

18-crown-6

→

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

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Температураat reflux overnight
2. 2
   ФильтрацияThe mixture was filtered
3. 3
   Промывкаthe filter cake was washed with acetonitrile
4. 4
   ДругоеThe solvent was evaporated from the combined filtrates
5. 5
   Другоеthe residue was partitioned between water and ethyl acetate
6. 6
   ДругоеThe layers were separated
7. 7
   Экстракцияthe aqueous layer was extracted twice with ethyl acetate
8. 8
   СушкаThe combined organic layers were dried (Na2SO4)
9. 9
   Фильтрацияfiltered
10. 10
    Другоеevaporated to a yellow solid
11. 11
    Другоеdried under vacuum

Методика

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%.)

Источник