Reaktion #1583881

Reaktionsgleichung

3-methylpyrrolidin-3-ol hydrochloride

3-methylpyrrolidin-3-ol hydrochloride

potassium carbonate

3-bromopropylbenzene

→

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

Ausbeute 70.4%

Lösungsmittel

acetonitrile

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas synthesized
2. 2
   SonstigeTo a 100 mL reaction flask
3. 3
   SonstigeAfter the completion of reaction
4. 4
   Sonstigethe resulting mixture was evaporated under reduced pressure
5. 5
   Sonstigeto remove acetonitrile
6. 6
   workup.ADDITIONTo the residue was added a mixed solution of dichloromethane and water
7. 7
   Extraktionfor extraction
8. 8
   TrocknenThe organic phase was dried over anhydrous sodium sulfate
9. 9
   Sonstigeevaporated
10. 10
    Sonstigeto remove the solvent
11. 11
    Sonstigeto produce a crude product
12. 12
    SonstigeThe crude product was purified by column chromatography (silica gel column, eluted with petroleum ether: ethyl acetate=10:1 (volumetric ratio))

Vorschrift

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%.

Quelle