P-Phenylenediamine → N-(4-aminophenyl)butanamide

HRID 1375285ノート

反応式

HRID 1375285 の反応式
[C:1]1([NH2:8])[CH:6]=[CH:5][C:4]([NH2:7])=[CH:3][CH:2]=1.CN1CCOCC1.[C:16](Cl)(=[O:20])[CH2:17][CH2:18][CH3:19]>C(Cl)Cl>[NH2:7][C:4]1[CH:5]=[CH:6][C:1]([NH:8][C:16](=[O:20])[CH2:17][CH2:18][CH3:19])=[CH:2][CH:3]=1

参加物

5

反応物 3

HCID 7814P-PhenylenediamineHCID 79724-MethylmorpholineHCID 8855Butyryl chloride

生成物 1

HCID 721131N-(4-aminophenyl)butanamide収率 37.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 1,4-phenylenediamine (0.5 g, 4.62 mmol) in anhydrous CH2Cl2 (15 mL) was added NMM (0.51 mL, 4.62 mmol). To the resulting mixture was added dropwise butyryl chloride (0.45 mL, 4.62 mmol) in anhydrous CH2Cl2 (5 mL) at 0° C., and stirred for 0.5 h. The reaction mixture was extracted with CH2Cl2 (20 mL) and washed with H2O (20 mL). The organic layer was dried over MgSO4 and evaporated in vacuo. The residue was purified by column chromatography over silica gel (EtOAc:hexane=1:3) to give N-(4-aminophenyl)butyramide (KYJ3-006-2, 0.31 g, 36%) as a colorless oil.

後処理

  1. extractionThe reaction mixture was extracted with CH2Cl2 (20 mL)
  2. washwashed with H2O (20 mL)
  3. dry with materialThe organic layer was dried over MgSO4
  4. customevaporated in vacuo
  5. customThe residue was purified by column chromatography over silica gel (EtOAc:hexane=1:3)

出典と根拠

ORDレコード
ord-92c9587a25624274ba059df954d064ff
出典データセット
uspto-grants-2007_01
特許番号
US07166744B2

反応ノート

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