Reaktion #649567

Reaktionsgleichung

N-(3-azetidinyl)acetamide

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

water

ethyl acetate

→

light yellow oil

Ausbeute 37.4%

N-(1-(3-(2-(1-benzothiophene-5-yl)ethoxy)propyl)-3-azetidinyl)acetamide

Ausbeute 37.4%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
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=7:1)

Vorschrift

0.80 g of 5-(2-(3-chloropropoxy)ethyl)-1-benzothiophene was dissolved in 8 ml of N,N-dimethylformamide. Thereafter, 1.20 g of N-(3-azetidinyl)acetamide was added to the obtained solution, and the obtained mixture was stirred at 90° C. for 12 hours. After cooling, water and ethyl acetate were added to the reaction mixture, 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=7:1), so as to obtain 0.39 g of a light yellow oil product, N-(1-(3-(2-(1-benzothiophene-5-yl)ethoxy)propyl)-3-azetidinyl)acetamide.

Quelle