Reacción #487552

Ecuación de reacción

Ammonium nitrate

4-ethylaniline

→

4-ethyl-3-nitroaniline

Rendimiento 75.2%

Disolventes

sulfuric acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturamaintaining the temperature at −10° C. to 0° C. by external cooling
2. 2
   workup.ADDITIONpoured
3. 3
   Otroonto crushed ice
4. 4
   Filtraciónthe precipitate is collected by filtration
5. 5
   workup.ADDITIONthe solution made neutral by addition of dilute aqueous sodium hydroxide solution
6. 6
   Extracciónextracted with ethyl acetate
7. 7
   Secadodried over anhydrous sodium sulfate
8. 8
   Filtraciónfiltered
9. 9
   Otrothe filtrate is evaporated in vacuo

Procedimiento

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).

Fuente