반응 #2613

반응 방정식

sodium iodide

4-nitro-N-(3-pyridyl)benzamide

sodium hydride

sodium chloride

1-(2-chloroethyl)-4-benzoylpiperidine

→

title compound

수율 24.0%

4-Nitro-N-[2-(4-benzoyl-1-piperidinyl)ethyl]-N-(3-pyridyl)benzamide

수율 24.0%

용매

DMF

DMF

반응 조건

후처리

1. 1
   기타at room temperature
2. 2
   workup.STIRRINGAfter 4 hours of stirring at 60° C.
3. 3
   추출extracted with ethyl acetate
4. 4
   세척The resulting organic layer was washed with saturated sodium chloride aqueous solution and water in that order
5. 5
   건조dried on anhydrous sodium sulfate
6. 6
   기타Thereafter, the solvent was removed by evaporation
7. 7
   기타the resulting residue was purified by recrystallization (ethyl acetate-ether)

실험 절차

In an atmosphere of argon, 4-nitro-N-(3-pyridyl)benzamide (973 mg, 4.00 mmol) was dissolved in DMF (10 ml) to which was subsequently added sodium hydride (176 mg, 60%, 4.40 mmol) at room temperature, stirred for 1 hour at 60° C., and added dropwise 1-(2-chloroethyl)-4-benzoylpiperidine (1.38 g, 5.49 mmol) and a catalytically effective amount of a DMF solution (12 ml) of sodium iodide. After 4 hours of stirring at 60° C., the reaction solution was mixed with saturated sodium chloride aqueous solution and extracted with ethyl acetate. The resulting organic layer was washed with saturated sodium chloride aqueous solution and water in that order, and dried on anhydrous sodium sulfate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by recrystallization (ethyl acetate-ether) to obtain 439.6 mg (24.0%) of the title compound in a light yellow powder form.

출처