반응 #487552

ord-51c3f79fa02d4b639849483dca94e215

반응 방정식

O=[N+]([O-])[O-].[NH4+]
Ammonium nitrate
CCc1ccc(N)cc1
4-ethylaniline
CCc1ccc(N)cc1[N+](=O)[O-]
4-ethyl-3-nitroaniline
수율 75.2%

시약

없음

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도maintaining the temperature at −10° C. to 0° C. by external cooling
  2. 2
    workup.ADDITIONpoured
  3. 3
    기타onto crushed ice
  4. 4
    여과the precipitate is collected by filtration
  5. 5
    workup.ADDITIONthe solution made neutral by addition of dilute aqueous sodium hydroxide solution
  6. 6
    추출extracted with ethyl acetate
  7. 7
    건조dried over anhydrous sodium sulfate
  8. 8
    여과filtered
  9. 9
    기타the filtrate is evaporated in vacuo

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08741806B2uspto-grants-2014_06