Iodine → HCID 58415369、化合物

HRID 2075241ノート

反応式

HRID 2075241 の反応式
[CH2:1]([C:8]1[CH:9]=[C:10]([OH:15])[CH:11]=[N:12][C:13]=1[Cl:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I:16]I>>[CH2:1]([C:8]1[CH:9]=[C:10]([OH:15])[C:11]([I:16])=[N:12][C:13]=1[Cl:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

3

反応物 2

HCID 807IodineHCID 584152845-Benzyl-6-chloropyridin-3-ol

生成物 1

HCID 58415369HCID 58415369、化合物

実験手順

5-benzyl-6-chloropyridin-3-ol (0.73 g, 3.3 mmol) and I2 (0.21 mL, 4.0 mmol). The mixture became homogeneous and yellow after stirring for 16 h. The mixture was washed with sodium thiosulfate (100 mL), and then treated cautiously with conc. HCl until the pH was 2 by pH paper. The solution was extracted with EtOAc (3×50 mL), and the combined organic extracts were dried over MgSO4, filtered and concentrated to afford a pale yellow solid. The solid was purified by triturating with minimal DCM and ether to give a beige solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 10.90-11.09 (1H, br s), 7.30-7.37 (2H, m), 7.17-7.28 (3H, m), 6.99 (1H, s), 3.95 (2H, s); MS (ESI) m/z: Calculated: 344.9; Observed: 345.9 (M++1).

後処理

  1. washThe mixture was washed with sodium thiosulfate (100 mL)
  2. additiontreated cautiously with conc. HCl until the pH was 2 by pH paper
  3. extractionThe solution was extracted with EtOAc (3×50 mL)
  4. dry with materialthe combined organic extracts were dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto afford a pale yellow solid
  8. customThe solid was purified
  9. customby triturating with minimal DCM and ether
  10. customto give a beige solid

出典と根拠

ORDレコード
ord-6392d740a39f4325af9e9421a22fbb24
出典データセット
uspto-grants-2011_04
特許番号
US07919519B2

反応ノート

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