反応 #48505

反応方程式

Sodium hydride

4-benzylpiperazin-1-amine

3-methyldihydrofuran-2(3H)-one

thionyl chloride

→

title compound

収率 37.0%

1-(4-Benzylpiperazin-1-yl)-3-methylpyrrolidin-2-one

収率 37.0%

溶媒

THF

反応条件

後処理

1. 1
   温度The mixture was cooled to room temperature
2. 2
   workup.STIRRINGby stirring at 0° C. for 2 hours
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for 15 hours
4. 4
   workup.ADDITIONIce was added
5. 5
   濃縮the reaction mixture was concentrated under reduced pressure
6. 6
   workup.ADDITIONThe residue was diluted with water
7. 7
   抽出extracted with dichloromethane
8. 8
   乾燥The extract was dried over anhydrous sodium sulfate
9. 9
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
10. 10
    その他The residue obtained
11. 11
    その他was purified by basic silica gel column chromatography (ethyl acetate/hexane=1/5)

実験手順

A mixture of 3-methyldihydrofuran-2(3H)-one (2.0 g), thionyl chloride (1.5 ml) and zinc chloride (10 mg) was stirred at 80° C. for 15 hours. The mixture was cooled to room temperature, and the reaction mixture was added dropwise to a solution of 4-benzylpiperazin-1-amine (3.8 g) in THF (50 mL) at 0° C., followed by stirring at 0° C. for 2 hours. Sodium hydride (60% in oil; 2.4 g) was added thereto and the mixture was stirred at room temperature for 15 hours. Ice was added thereto, and then the reaction mixture was concentrated under reduced pressure. The residue was diluted with water, and extracted with dichloromethane. The extract was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue obtained was purified by basic silica gel column chromatography (ethyl acetate/hexane=1/5) to obtain the title compound (2.0 g, 37%) as a yellow oil.

出典