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

HRID 468333

反応式

HRID 468333 の反応式
[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]

参加物

4

反応物 2

HCID 74754-NitroanilineHCID 24408Bromine

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0d25c82eeaa64749bea8da364e1ff991
出典データセット
uspto-grants-2014_01
特許番号
US08623905B2

関連ノート

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