Acetic Acid → 2-(1H-pyrrol-1-yl)aniline

HRID 429651

반응식

HRID 429651 반응식
[N:1]1([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[N+:12]([O-])=O)[CH:5]=[CH:4][CH:3]=[CH:2]1.C(O)(=O)C>C(O)C.[Fe]>[N:1]1([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[NH2:12])[CH:2]=[CH:3][CH:4]=[CH:5]1

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 5206111-(2-Nitrophenyl)pyrrole

생성물 1

HCID 801232-(1H-pyrrol-1-yl)aniline수율 92.2%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 702Ethanol용매

실험 절차

To a solution of 2-(1-pyrrolyl)nitrobenzene (1.11 g) in ethanol (30 ml) were added iron powder (1.65 g) and acetic acid (3.54 g) and the mixture was refluxed for 1 hour. The reaction mixture was filtered through a bed of celite and the filtrate was concentrated in vacuo. The residue was diluted with a mixture of ethyl acetate and saturated aqueous sodium bicarbonate solution and the mixture was filtered through a bed of celite again. The organic layer was separated and washed with water and brine. The solution was dried over sodium sulfate and the solvent was evaporated in vacuo to give 2-(1-pyrrolyl)phenylamine (860 mg).

후처리

  1. temperaturethe mixture was refluxed for 1 hour
  2. filtrationThe reaction mixture was filtered through a bed of celite
  3. concentrationthe filtrate was concentrated in vacuo
  4. additionThe residue was diluted with a mixture of ethyl acetate and saturated aqueous sodium bicarbonate solution
  5. filtrationthe mixture was filtered through a bed of celite again
  6. customThe organic layer was separated
  7. washwashed with water and brine
  8. dry with materialThe solution was dried over sodium sulfate
  9. customthe solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-1df4deed1d2e4fc6ae64460029a1deab
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06316482B1

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