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

HRID 1781381노트

반응식

HRID 1781381 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 190453515-(2-Bromoethoxy)benzofurazan수율 41%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-3a716ce8682049ba850c6a9e0138388f
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05633247

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