Reacción #417962

Ecuación de reacción

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

KOH

→

title compound

Rendimiento 80.0%

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

Rendimiento 80.0%

Disolventes

water

ethanol

water

DCM

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente