Sodium Methoxide → 4-Benzyl-3-bromo-5-methoxy-4H-1,2,4-triazole

HRID 1487985ノート

反応式

HRID 1487985 の反応式
[CH2:1]([N:8]1[C:12](Br)=[N:11][N:10]=[C:9]1[Br:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][O-:16].[Na+]>CO>[CH2:1]([N:8]1[C:12]([O:16][CH3:15])=[N:11][N:10]=[C:9]1[Br:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 10942334Sodium Methoxide2 回HCID 900291814-Benzyl-3,5-dibromo-4H-1,2,4-triazole2 回

生成物 1

HCID 900294944-Benzyl-3-bromo-5-methoxy-4H-1,2,4-triazole

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 4-benzyl-3,5-dibromo-4H-1,2,4-triazole (compound 91.2, 3.71 g, 11.7 mmol) in MeOH 15 mL) was added NaOMe (1.26 g, 23.4 mmol) and the mixture was refluxed for 18 hours. The mixture was cooled somewhat and additional NaOMe was added (1.26 g, 23.4 mmol). The mixture was refluxed for an additional 5 hours, then cooled to room temperature, and the solvent was removed under reduced pressure. The residue was dissolved in EtOAc (200 mL) and washed with water (30 mL). The organic layer was dried (MgSO4), filtered and concentrated under reduced pressure to yield 3.13 g (theoretical) of the title compound as a clear oil. m/z (ES+) 269 (M+H)+.

後処理

  1. temperaturethe mixture was refluxed for 18 hours
  2. temperatureThe mixture was cooled somewhat
  3. temperatureThe mixture was refluxed for an additional 5 hours
  4. customthe solvent was removed under reduced pressure
  5. dissolutionThe residue was dissolved in EtOAc (200 mL)
  6. washwashed with water (30 mL)
  7. dry with materialThe organic layer was dried (MgSO4)
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-9629677f5d3e47e58313d0cc01e86d23
出典データセット
uspto-grants-2016_08
特許番号
US09428502B2

反応ノート

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