4-Nitroaniline → Benzenamine, 2-bromo-4-nitro-

HRID 468333

반응식

HRID 468333 반응식
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Br:11]Br>CC(O)=O>[Br:11][C:9]1[CH:10]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[CH:6][C:7]=1[NH2:8]

참가 물질

4

반응물 2

HCID 74754-NitroanilineHCID 24408Bromine

생성물 1

HCID 25840Benzenamine, 2-bromo-4-nitro-수율 72%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a solution of 4-nitroaniline (50 g, 0.36 mol) in AcOH (500 mL) was added liquid Br2 (60 g, 0.38 mol) dropwise at 5 CC. The mixture was stirred for 30 min at that temperature. The insoluble solid was collected by filtration and poured into EtOAc (200 mL). The mixture was basified with saturated aqueous NaHCO3 to pH 7. The organic layer was separated. The aqueous phase was extracted with EtOAc (300 mL×3). The combined organic layers were dried and evaporated under reduced pressure to give 2-bromo-4-nitroaniline (56 g, 72%), which was directly used in the next step.

후처리

  1. filtrationThe insoluble solid was collected by filtration
  2. additionpoured into EtOAc (200 mL)
  3. customThe organic layer was separated
  4. extractionThe aqueous phase was extracted with EtOAc (300 mL×3)
  5. customThe combined organic layers were dried
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-0d25c82eeaa64749bea8da364e1ff991
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623905B2

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