Réaction #685002

Équation de réaction

3-pyrrolidinol

potassium carbonate

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

water

→

achromatic oil

Rendement 54.2%

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

Rendement 54.2%

Solvants

N,N-dimethylformamide

ethyl acetate

Conditions de réaction

Traitement

1. 1
   TempératureAfter the reaction mixture was cooled
2. 2
   Autrean organic layer was separated
3. 3
   LavageThe organic layer was successively washed with water
4. 4
   Séchagea 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
   AutreThe residue was purified by column chromatography (eluent; chloroform:methanol=20:1 to 10:1)

Mode opératoire

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.

Source