1,2-Dibromoethane → 5-(2-Bromoethoxy)benzofurazan

HRID 1591178ノート

反応式

HRID 1591178 の反応式
[OH-].[Na+].[OH:3][C:4]1[CH:5]=[CH:6][C:7]2[C:8]([CH:12]=1)=[N:9][O:10][N:11]=2.[Br:13][CH2:14][CH2:15]Br>C(O)C>[Br:13][CH2:14][CH2:15][O:3][C:4]1[CH:5]=[CH:6][C:7]2[C:8]([CH:12]=1)=[N:9][O:10][N:11]=2

参加物

5

反応物 3

HCID 78391,2-DibromoethaneHCID 14798Sodium HydroxideHCID 1354568365-Hydroxybenzofurazan

生成物 1

HCID 190453515-(2-Bromoethoxy)benzofurazan収率 41%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Sodium hydroxide (40 mg, 1 mmol) was added to a solution of 5-hydroxybenzofurazan (136 mg, 1 mmol) in ethanol (2 ml) and the mixture was stirred at room temperature for 30 min. 1,2-dibromoethane (0.26 ml, 0.56 g, 3 mmol) was added and the mixture was heated under reflux for 20 hr., cooled and the solvent was evaporated under reduced pressure. Aqueous sodium bicarbonate (saturated, 10 ml) was added and the mixture was extracted with dichloromethane (3×10 ml). The combined organic fractions were dried (Na2SO4) and evaporated under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with hexane/10% EtOAc to give the benzofurazan as a pale yellow oil (99 mg, 41%).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 20 hr
  3. temperature, cooled
  4. customthe solvent was evaporated under reduced pressure
  5. additionAqueous sodium bicarbonate (saturated, 10 ml) was added
  6. extractionthe mixture was extracted with dichloromethane (3×10 ml)
  7. dry with materialThe combined organic fractions were dried (Na2SO4)
  8. customevaporated under reduced pressure
  9. customThe residue was purified by flash column chromatography on silica gel
  10. washeluting with hexane/10% EtOAc

出典と根拠

ORDレコード
ord-98dc1bfefa804d5a84b25bc98d6605da
出典データセット
uspto-grants-1993_04
特許番号
US05206240

反応ノート

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