Reaktion #417962

Reaktionsgleichung

N-(4-Butyl-3-(2-phenoxyethoxy)phenyl)acetamide

KOH

→

title compound

Ausbeute 80.0%

4-butyl-3-(2-phenoxyethoxy)aniline

Ausbeute 80.0%

Lösungsmittel

water

ethanol

water

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto reflux for 18 hrs
2. 2
   WaschenThe organic layer was washed with water (×2)
3. 3
   Trocknendried over sodium sulfate
4. 4
   SonstigeThe crude compound was purified further via flash chromatography with hexane:ethyl acetate (1:1)

Vorschrift

N-(4-Butyl-3-(2-phenoxyethoxy)phenyl)acetamide (132 g, 0.41 mol) was dissolved in ethanol (897 mL) and water (104 mL). KOH (312 g, 5.57 mol) was added at 0° C. and the solution was allowed to reflux for 18 hrs. Upon completion the reaction was cooled to room temperature and diluted with 2 L of water and 2 L of DCM. The organic layer was washed with water (×2) and dried over sodium sulfate. The crude compound was purified further via flash chromatography with hexane:ethyl acetate (1:1) to obtain the title compound in 80% yield (92 g) as a pink solid.

Quelle