Reaktion #487552

Reaktionsgleichung

Ammonium nitrate

4-ethylaniline

→

4-ethyl-3-nitroaniline

Ausbeute 75.2%

Lösungsmittel

sulfuric acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturmaintaining the temperature at −10° C. to 0° C. by external cooling
2. 2
   workup.ADDITIONpoured
3. 3
   Sonstigeonto crushed ice
4. 4
   Filtrationthe precipitate is collected by filtration
5. 5
   workup.ADDITIONthe solution made neutral by addition of dilute aqueous sodium hydroxide solution
6. 6
   Extraktionextracted with ethyl acetate
7. 7
   Trocknendried over anhydrous sodium sulfate
8. 8
   Filtrationfiltered
9. 9
   Sonstigethe filtrate is evaporated in vacuo

Vorschrift

Ammonium nitrate (39.6 g, 0.49 mol) is added portionwise to a chilled (ice-bath) solution of 4-ethylaniline (20 g, 0.16 mol) in concentrated sulfuric acid (100 ml), maintaining the temperature at −10° C. to 0° C. by external cooling. The reaction mixture is stirred for two hours, then poured onto crushed ice, and the precipitate is collected by filtration. The solid is taken up in water, the solution made neutral by addition of dilute aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic extracts are combined, dried over anhydrous sodium sulfate, filtered and the filtrate is evaporated in vacuo to give 4-ethyl-3-nitroaniline (20 g).

Quelle