Reaktion #640407

Reaktionsgleichung

3-(2-(1-benzothiophen-5-yl)ethoxy)propionic acid

sodium hydroxide

3-azetidinol

thionyl chloride

→

1-(3-(2-(1-benzothiophen-5-yl)ethoxy)propionyl)azetidin-3-ol

Ausbeute 90.2%

Lösungsmittel

1,2-dimethoxyethane

water

water

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGwhich was then stirred at same temperature for 2 hours
2. 2
   FiltrationThe precipitate was collected by filtration

Vorschrift

In 15 mL of 1,2-dimethoxyethane was dissolved 10.0 g of 3-(2-(1-benzothiophen-5-yl)ethoxy)propionic acid. Thereto were added 0.1 mL of N,N-dimethylformamide and 5.23 g of thionyl chloride, which was then stirred at room temperature for 1.5 hours. This reaction solution was dropwise added to a mixed solution of 50 mL of water, 7.19 g of sodium hydroxide and 7.69 g of 3-azetidinol 1/2 tartrate at 5 to 15° C., which was then stirred at same temperature for 2 hours. Thereto was added 90 mL of water. The precipitate was collected by filtration to provide 11.0 g of 1-(3-(2-(1-benzothiophen-5-yl)ethoxy)propionyl)azetidin-3-ol as white solid form.

Quelle