反応 #2613

反応方程式

sodium iodide

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

sodium hydride

sodium chloride

1-(2-chloroethyl)-4-benzoylpiperidine

→

title compound

収率 24.0%

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

収率 24.0%

溶媒

DMF

DMF

反応条件

後処理

1. 1
   その他at room temperature
2. 2
   workup.STIRRINGAfter 4 hours of stirring at 60° C.
3. 3
   抽出extracted with ethyl acetate
4. 4
   洗浄The resulting organic layer was washed with saturated sodium chloride aqueous solution and water in that order
5. 5
   乾燥dried on anhydrous sodium sulfate
6. 6
   その他Thereafter, the solvent was removed by evaporation
7. 7
   その他the resulting residue was purified by recrystallization (ethyl acetate-ether)

実験手順

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.

出典