1-(4-Nitrophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione → 1-(4-Aminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

HRID 1904776ノート

反応式

HRID 1904776 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]23[CH2:15][CH:14]2[C:13](=[O:16])[NH:12][C:11]3=[O:17])=[CH:6][CH:5]=1)([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]23[CH2:15][CH:14]2[C:13](=[O:16])[NH:12][C:11]3=[O:17])=[CH:8][CH:9]=1

参加物

5

反応物 2

HCID 128913411-(4-Nitrophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dioneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 140689341-(4-Aminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

To a solution of 25.9 g of 1-(4-nitrophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione (preparation as described in DE-OS 2 740 562) in 700 ml of ethanol are added 1.4 g of 5% palladium/carbon catalyst. Hydrogenation is carried out under normal pressure and at room temperature with hydrogen. When the absorption of hydrogen is complete (theoretical amount: 7500 ml), the reaction mixture is diluted with 1 ml of ethanol and concentrated after removal of the catalyst. The product so obtained is recrystallised from ethanol, affording the title compound with m.p. 183°-185° C.

後処理

  1. customWhen the absorption of hydrogen
  2. additionthe reaction mixture is diluted with 1 ml of ethanol
  3. concentrationconcentrated
  4. customafter removal of the catalyst
  5. customThe product so obtained
  6. customis recrystallised from ethanol

出典と根拠

ORDレコード
ord-83a69b83f50b4471a82850bc1dcd28e4
出典データセット
uspto-grants-1989_06
特許番号
US04839379

反応ノート

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