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2-(3-Nitrophenyl)pyridine → 3-(2-Pyridyl)aniline

HRID 581929
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인쇄 미리보기

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HRID 581929 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O.[H][H]>[Pd].C(O)C>[N:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=1)[NH2:1]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 4595552-(3-Nitrophenyl)pyridineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 4595173-(2-Pyridyl)aniline수율 88%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

To a solution of 2-(3-nitrophenyl)pyridine (prepared as described in J. Chem. Soc. 1958 p. 1759) (12.7 g, 63.5 mmol) in abs. ethanol is added palladium catalyst (1.3 g 5% Pd on activated carbon) and the mixture is hydrogenated at ambient pressure until the hydrogen uptake has ceased. The mixture is filtered through celite and the filtrate is concentrated under reduced pressure. The residue is purified by column-chromatography on silica gel using a mixture of ethyl acetate and petroleum ether (9:1) as the eluent to afford 2f (9.5 g, 88%) as a light brown oil.

후처리

  1. filtrationThe mixture is filtered through celite
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. customThe residue is purified by column-chromatography on silica gel using
  4. additiona mixture of ethyl acetate and petroleum ether (9:1) as the eluent

출처 및 근거

ORD 기록
ord-c560b47ac9cf41dea241c965f4ff3c10
출처 데이터셋
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05922724

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