Reaktion #1179947

Reaktionsgleichung

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

N-(3-azetidinyl)acetamide

water

ethyl acetate

→

N-(1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinyl)acetamide

Ausbeute 37.4%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas 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=7:1)

Vorschrift

In 8 mL of N,N-dimethylformamide was dissolved 0.80 g of 5-[2-(3-chloropropoxy)ethyl]-1-benzothiophene, and 1.20 g of N-(3-azetidinyl)acetamide was added to the solution, after which the resulting mixture was stirred at 90° C. for 12 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=7:1) to obtain 0.39 g of N-(1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinyl)acetamide as a light-yellow oil.

Quelle