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

HRID 1375285노트

반응식

HRID 1375285 반응식
[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

참가 물질

5

반응물 3

HCID 7814P-PhenylenediamineHCID 79724-MethylmorpholineHCID 8855Butyryl chloride

생성물 1

HCID 721131N-(4-aminophenyl)butanamide수율 37.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-92c9587a25624274ba059df954d064ff
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07166744B2

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