反応 #1193497

反応方程式

trans-4-(4-chlorophenoxy)-1-ethoxycarbonyl-3-phenylpiperidine

NaOH

→

trans-4-(4-chlorophenoxy)-3-phenylpiperidine

溶媒

ethanol

反応条件

後処理

1. 1
   温度is refluxed for 18 hours under nitrogen
2. 2
   その他The ethanol is then removed in vacuo
3. 3
   その他the aqueous residue is partitioned between dichloromethane
4. 4
   workup.DISTILLATIONdistilled water
5. 5
   抽出The aqueous phase is extracted with dichloromethane
6. 6
   洗浄the combined organic extracts are then washed with water, saturated aqueous NaCl solution
7. 7
   乾燥dried over anhydrous Na2SO4
8. 8
   濃縮concentrated in vacuo
9. 9
   その他to afford a solid which
10. 10
    その他is recrystallized from cyclohexane

実験手順

A mixture of 8.78 g of trans-4-(4-chlorophenoxy)-1-ethoxycarbonyl-3-phenylpiperidine, 64 ml of 20% aqueous NaOH solution and 125 ml of absolute ethanol is refluxed for 18 hours under nitrogen. The ethanol is then removed in vacuo and the aqueous residue is partitioned between dichloromethane and distilled water. The aqueous phase is extracted with dichloromethane, and the combined organic extracts are then washed with water, saturated aqueous NaCl solution, dried over anhydrous Na2SO4 and concentrated in vacuo to afford a solid which is recrystallized from cyclohexane to yield trans-4-(4-chlorophenoxy)-3-phenylpiperidine, mp 101.5°-103° C.

出典