Reaktion #649572

Reaktionsgleichung

3-pyrrolidinol

potassium carbonate

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

water

→

achromatic oil

Ausbeute 54.2%

1-(3-(2-(1-benzothiophene-5-yl)ethoxy)propyl)-3-pyrrolidinol

Ausbeute 54.2%

Lösungsmittel

N,N-dimethylformamide

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter the reaction mixture was cooled
2. 2
   Sonstigean organic layer was separated
3. 3
   WaschenThe organic layer was successively washed with water
4. 4
   Trocknena saturated saline solution, and then dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONThereafter, the solvent was distilled away under a reduced pressure
6. 6
   SonstigeThe residue was purified by column chromatography (eluent; chloroform:methanol=20:1 to 10:1)

Vorschrift

1.20 g of 5-(2-(3-chloropropoxy)ethyl)-1-benzothiophene was dissolved in 12 ml of N,N-dimethylformamide. Thereafter, 0.82 g of 3-pyrrolidinol and 1.30 g of potassium carbonate were added to the obtained solution, and the mixture was then stirred at 85° C. for 2.5 hours. After the reaction mixture was cooled, water and ethyl acetate were added thereto, and an organic layer was separated. The organic layer was successively washed with water and a saturated saline solution, and then dried over anhydrous magnesium sulfate. Thereafter, the solvent was distilled away under a reduced pressure. The residue was purified by column chromatography (eluent; chloroform:methanol=20:1 to 10:1), so as to obtain 0.78 g of an achromatic oil product, 1-(3-(2-(1-benzothiophene-5-yl)ethoxy)propyl)-3-pyrrolidinol.

Quelle