Reaktion #694396

Reaktionsgleichung

4-chloro-3-nitro aniline

4-benzyloxyphenol

potassium hydroxide

ethyl acetate

→

title compound

Ausbeute 55.1%

4-(4-Benzyloxy-phenoxy)-3-nitro-phenylamine

Ausbeute 55.1%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe layers were separated
2. 2
   Waschenthe organic layer was washed with 10% sodium bicarbonate and 10% sodium chloride
3. 3
   Trocknendried over anhydrous sodium sulfate
4. 4
   FiltrationThe drying agent was filtered
5. 5
   Sonstigesolvent was removed under vacuum

Vorschrift

A solution of 4-chloro-3-nitro aniline (2.0 g, 11.16 mmol), 4-benzyloxyphenol (2.55 g, 12.76 mmol), powdered potassium hydroxide (0.94 g, 16.80 mmol) in dimethylformamide (15 ml) was heated at 120° C. for 20 hours. Afterwards ice water (50 mL) was added to the solution and the resultant slurry was treated with ethyl acetate (100 ml). The layers were separated and the organic layer was washed with 10% sodium bicarbonate and 10% sodium chloride, then dried over anhydrous sodium sulfate. The drying agent was filtered and solvent was removed under vacuum leaving a dark red solid as the title compound, (2.07 g, 53%).

Quelle