3-(3-Nitrophenoxy)pyridine → 3-(Pyridin-3-yloxy)aniline

HRID 1696434노트

반응식

HRID 1696434 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:14]=[CH:15][CH:16]=1)[O:7][C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1)([O-])=O>CCOC(C)=O.O=[Pt]=O>[N:10]1[CH:11]=[CH:12][CH:13]=[C:8]([O:7][C:6]2[CH:5]=[C:4]([NH2:1])[CH:16]=[CH:15][CH:14]=2)[CH:9]=1

참가 물질

4

반응물 1

HCID 212855723-(3-Nitrophenoxy)pyridine

생성물 1

HCID 212855823-(Pyridin-3-yloxy)aniline수율 99%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 3-(3-nitrophenoxy)pyridine (4.43 g, 20.5 mmol) in EtOAc (50 mL) was added PtO2 (0.4 g) and the mixture was stirred at RT overnight under H2 (1 atm). The mixture was filtered through Celite®, the Celite® washed with EtOAc (2×20 mL) and the combined filtrates concentrated to yield (3.77 g, 99% yield) pure 3-(pyridin-3-yloxy)benzenamine as a syrup. 1H NMR (400 MHz, DMSO-d6): δ 8.34-8.32 (m, 2H), 7.40-7.39 (m, 2H), 7.02 (t, J=8.0 Hz, 1H), 6.37-6.35 (m, 1H), 6.02-6.14 (m, 2H), 5.28 (brs, 2H); MS (ESI) m/z: 187.0 (M+H+).

후처리

  1. filtrationThe mixture was filtered through Celite®
  2. washthe Celite® washed with EtOAc (2×20 mL)
  3. concentrationthe combined filtrates concentrated

출처 및 근거

ORD 기록
ord-09377eca088d47899f189386fb06bae7
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163756B2

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