Réaction #417970

Équation de réaction

Acetic acid

25b

1-bromo-4-nitro-2-(2-phenoxy-ethoxy)-benzene

→

aniline

Rendement 84.0%

4-bromo-3-(2-phenoxy-ethoxy)-phenylamine

Rendement 84.0%

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   FiltrationThe mixture was filtered
2. 2
   workup.DISTILLATIONthe solvent distilled off under reduced pressure
3. 3
   Autrethe crude was purified by flash column chromatography

Mode opératoire

Acetic acid (1.068 mL, 18 mmol) was added to the mixture of 25b (600 mg, 1.8 mmol) and zinc dust (1.157 g, 18.0 mmol) in ethanol (10 mL) at 0° C. The reaction mixture was warmed to room temperature and stirred for 4 hrs. The mixture was filtered, the solvent distilled off under reduced pressure and the crude was purified by flash column chromatography to obtain the aniline 25c in 84% yield.

Source