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

HRID 219418ノート

反応式

HRID 219418 の反応式
[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

参加物

5

反応物 2

HCID 127165204-(Benzyloxy)-3-nitropyridineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 288900524-(Benzyloxy)pyridin-3-amine

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-c27e4c9b110e4dce938970574be84c2f
出典データセット
uspto-grants-2012_06
特許番号
US08198449B2

反応ノート

読み込み中…