反応 #1583881

反応方程式

3-methylpyrrolidin-3-ol hydrochloride

3-methylpyrrolidin-3-ol hydrochloride

potassium carbonate

3-bromopropylbenzene

→

3-methyl-1-(3-phenylpropyl)pyrrolidin-3-ol

収率 70.4%

溶媒

acetonitrile

acetonitrile

反応条件

後処理

1. 1
   その他was synthesized
2. 2
   その他To a 100 mL reaction flask
3. 3
   その他After the completion of reaction
4. 4
   その他the resulting mixture was evaporated under reduced pressure
5. 5
   その他to remove acetonitrile
6. 6
   workup.ADDITIONTo the residue was added a mixed solution of dichloromethane and water
7. 7
   抽出for extraction
8. 8
   乾燥The organic phase was dried over anhydrous sodium sulfate
9. 9
   その他evaporated
10. 10
    その他to remove the solvent
11. 11
    その他to produce a crude product
12. 12
    その他The crude product was purified by column chromatography (silica gel column, eluted with petroleum ether: ethyl acetate=10:1 (volumetric ratio))

実験手順

According to Example 15, 3-methylpyrrolidin-3-ol hydrochloride was synthesized. To a 100 mL reaction flask were added 3-methylpyrrolidin-3-ol hydrochloride (1 g, 7.2 mmol), anhydrous potassium carbonate (2.5 g, 18 mmol) and acetonitrile (15 mL). To the resulting mixture was slowly added a solution of 3-bromopropylbenzene (1.29 g, 6.48 mmol) in acetonitrile dropwisely at 85° C. The reaction was conducted for 12 hours. After the completion of reaction monitored by TLC, the resulting mixture was evaporated under reduced pressure to remove acetonitrile. To the residue was added a mixed solution of dichloromethane and water for extraction. The organic phase was dried over anhydrous sodium sulfate, and evaporated to remove the solvent to produce a crude product. The crude product was purified by column chromatography (silica gel column, eluted with petroleum ether: ethyl acetate=10:1 (volumetric ratio)) to produce 3-methyl-1-(3-phenylpropyl)pyrrolidin-3-ol (1 g) in a yield of 70.4%.

出典