Reaktion #1179954

Reaktionsgleichung

5-[2-(3-chloropropoxy)ethyl]-1-benzothiophene

3-pyrrolidinol

potassium carbonate

water

→

1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-pyrrolidinol

Ausbeute 54.2%

Lösungsmittel

N,N-dimethylformamide

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added to the solution
2. 2
   TemperaturAfter the reaction mixture was cooled
3. 3
   Sonstigethe organic layer was separated
4. 4
   WaschenThe organic layer was washed with water
5. 5
   Trocknena saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONdistilled under reduced pressure
7. 7
   Sonstigeto remove the solvent
8. 8
   SonstigeThe residue was purified by a column chromatography (eluent; chloroform:methanol=20:1 to 10:1)

Vorschrift

In 12 mL of N,N-dimethylformamide was dissolved 1.20 g of 5-[2-(3-chloropropoxy)ethyl]-1-benzothiophene, and 0.82 g of 3-pyrrolidinol and 1.30 g of potassium carbonate were added to the solution, after which the resulting mixture was stirred at 85° C. for 2.5 hours. After the reaction mixture was cooled, water and ethyl acetate were added thereto and the organic layer was separated. The organic layer was washed with water and then a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then distilled under reduced pressure to remove the solvent. The residue was purified by a column chromatography (eluent; chloroform:methanol=20:1 to 10:1) to obtain 0.78 g of 1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-pyrrolidinol as a colorless oil.

Quelle