反応 #487552

反応方程式

Ammonium nitrate

4-ethylaniline

→

4-ethyl-3-nitroaniline

収率 75.2%

溶媒

sulfuric acid

反応条件

後処理

1. 1
   温度maintaining the temperature at −10° C. to 0° C. by external cooling
2. 2
   workup.ADDITIONpoured
3. 3
   その他onto crushed ice
4. 4
   ろ過the precipitate is collected by filtration
5. 5
   workup.ADDITIONthe solution made neutral by addition of dilute aqueous sodium hydroxide solution
6. 6
   抽出extracted with ethyl acetate
7. 7
   乾燥dried over anhydrous sodium sulfate
8. 8
   ろ過filtered
9. 9
   その他the filtrate is evaporated in vacuo

実験手順

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).

出典