4-(Benzyloxy)-3-nitropyridine → 4-(Benzyloxy)pyridin-3-amine

HRID 219418노트

반응식

HRID 219418 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[N+:15]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>C1COCC1.[Ni]>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[NH2:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 127165204-(Benzyloxy)-3-nitropyridineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 288900524-(Benzyloxy)pyridin-3-amine

시약·촉매·용매 2

HCID 935Nickel촉매HCID 8028Tetrahydrofuran용매

실험 절차

4-(benzyloxy)-3-nitropyridine (15 g, 65 mmol, 1 eq) was dissolved in THF, then Raney Nickel (2.25 g, 10% w/w) (washed with THF) was added under nitrogen atmosphere and the reaction was stirred at room temperature with 2 kg hydrogen pressure for 6 h. The reaction solution was filtered through celite and the filtrate was concentrated under vacuum to get brown oil. The product was taken to the next step without purification. Yield: 12.3 g (94%). 1HNMR (400 MHz, DMSO-d6): δ 4.86 (s, 2H), 5.18 (s, 2H), 6.88 (d, 1H, J=5.32 Hz), 7.31 (t, 1H, J=3.90 Hz), 7.4 (t, 2H, J=5.08 Hz), 7.5 (t, 2H, J=8.08 Hz), 7.71 (d, J=2.05 Hz, 1H), 7.89 (s, 1H).

후처리

  1. filtrationThe reaction solution was filtered through celite
  2. concentrationthe filtrate was concentrated under vacuum
  3. customto get brown oil
  4. customThe product was taken to the next step without purification

출처 및 근거

ORD 기록
ord-c27e4c9b110e4dce938970574be84c2f
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198449B2

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