反応 #319900

反応方程式

benzaldehyde

8-amino-6-{4-[N-methyl-N-(2-phenylethyl)amino]-1-piperidinylcarbonyl}-3,4-dihydrocarbostyril

sodium boron hydride

→

8-benzylamino-6-{4-[N-methyl-N-(2-phenylethyl)amino]-1-piperidinylcarbonyl}-3,4-dihydrocarbostyril

収率 65.5%

溶媒

ethanol

反応条件

後処理

1. 1
   温度The mixture was refluxed
2. 2
   温度by heating, for 4 hours in an oil bath
3. 3
   温度to cool
4. 4
   workup.DISTILLATIONsubjected to distillation under reduced pressure
5. 5
   その他to remove the solvent
6. 6
   workup.ADDITIONThe residue was mixed with water
7. 7
   抽出The mixture was extracted with methylene chloride
8. 8
   乾燥The extract was dried with anhydrous sodium sulfate
9. 9
   workup.DISTILLATIONsubjected to distillation
10. 10
    その他to remove the solvent
11. 11
    その他The residue was purified by silica gel column chromatography (elutant: methylene chloride/methanol=100/1~50/1~20/1)
12. 12
    workup.DISTILLATIONThe eluate was subjected to distillation
13. 13
    その他to remove the solvent
14. 14
    その他The residue was recrystallized from ethanol-n-hexane

実験手順

In 10 ml of ethanol was dissolved 1 g of 8-amino-6-{4-[N-methyl-N-(2-phenylethyl)amino]-1-piperidinylcarbonyl}-3,4-dihydrocarbostyril. Thereto was added 0.3 g of benzaldehyde. The mixture was refluxed by heating, for 4 hours in an oil bath. The reaction mixture was allowed to cool and then mixed with 0.15 g of sodium boron hydride. The mixture was stirred at room temperature for 4 hours and subjected to distillation under reduced pressure to remove the solvent. The residue was mixed with water. The mixture was extracted with methylene chloride. The extract was dried with anhydrous sodium sulfate and subjected to distillation to remove the solvent. The residue was purified by silica gel column chromatography (elutant: methylene chloride/methanol=100/1~50/1~20/1). The eluate was subjected to distillation to remove the solvent. The residue was recrystallized from ethanol-n-hexane to obtain 0.8 g of 8-benzylamino-6-{4-[N-methyl-N-(2-phenylethyl)amino]-1-piperidinylcarbonyl}-3,4-dihydrocarbostyril as a light yellow powder having a melting point of 144.5°-145.5° C.

出典