反応 #10887

反応方程式

1-(4-nitrophenyl)piperazine

potassium carbonate

iodocyclopentane

18-crown-6

→

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

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度at reflux overnight
2. 2
   ろ過The mixture was filtered
3. 3
   洗浄the filter cake was washed with acetonitrile
4. 4
   その他The solvent was evaporated from the combined filtrates
5. 5
   その他the residue was partitioned between water and ethyl acetate
6. 6
   その他The layers were separated
7. 7
   抽出the aqueous layer was extracted twice with ethyl acetate
8. 8
   乾燥The combined organic layers were dried (Na2SO4)
9. 9
   ろ過filtered
10. 10
    その他evaporated to a yellow solid
11. 11
    その他dried under vacuum

実験手順

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%.)

出典