Methanol → 2,6-Dinitrophenyl methyl ether

HRID 1501875

反応式

HRID 1501875 の反応式
Br[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[CH3:14][OH:15]>>[CH3:14][O:15][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

参加物

3

反応物 2

HCID 887MethanolHCID 138024382-Bromo-1,3-dinitrobenzene

生成物 1

HCID 5977192,6-Dinitrophenyl methyl ether

実験手順

An argon filled Schlenk flask was charged with 25.77 g (104 mmol) of 2-bromo-1,3-dinitrobenzene, 150 mL of absolute methanol was added and the reaction mixture was chilled in an ice bath. 2.4 g (104 mmol) of Na was added, and the resulting reaction mixture was purged with argon until all Na was dissolved and stirred at RT over night. The solvent was removed, the residue was re-suspended in acetone and filtered through Celite to remove NaBr. The solvent was removed, and the crude product was recrystallized from iPrOH. Yield: 19.8 g (90%). 1H NMR (CDCl3): δ 8.05 (d, JHH=8.2 Hz, 2H, Ar), 7.38 (t, JHH=8.2 Hz, 1H, Ar), 4.07 (s, 3H, OCH3) ppm.

後処理

  1. additionwas added
  2. temperaturethe reaction mixture was chilled in an ice bath
  3. customthe resulting reaction mixture
  4. customwas purged with argon until all Na
  5. dissolutionwas dissolved
  6. customThe solvent was removed
  7. filtrationfiltered through Celite
  8. customto remove NaBr
  9. customThe solvent was removed
  10. customthe crude product was recrystallized from iPrOH

出典と根拠

ORDレコード
ord-b077c7137be2452aa807d88173002700
出典データセット
uspto-grants-2015_12
特許番号
US09206211B2

関連ノート

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