Реакция #82268

ord-7b048a536902418b8f4734ceb90042f5

Уравнение реакции

[K+].[OH-]
potassium hydroxide
NN.O.O
hydrazine dihydrate
COc1ccc(C(=O)c2cc3cc(Br)ccc3o2)cc1
5-bromo-2-(4-methoxybenzoyl)benzofuran
COc1ccc(Cc2cc3cc(Br)ccc3o2)cc1
5-bromo-2-(4-methoxybenzyl)benzofuran
Выход 82.5%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураThe thus prepared mixture was refluxed
  2. 2
    Температураunder heating
  3. 3
    ТемператураAfter cooling
  4. 4
    Другоеthe resulting reaction solution
  5. 5
    Экстракцияextracted with benzene
  6. 6
    Другоеdried
  7. 7
    workup.DISTILLATIONAfter distilling off the solvent
  8. 8
    Другоеthe resulting residue was purified

Методика

5.07 g of potassium hydroxide was added to 30 ml of diethylene glycol, and the mixture was stirred at room temperature during which 5.5 g of 80% hydrazine dihydrate.2H2O and 5.0 g of 5-bromo-2-(4-methoxybenzoyl)benzofuran were further added. The thus prepared mixture was refluxed under heating. After cooling, the resulting reaction solution was adjusted to pH 4-5, extracted with benzene, and then dried. After distilling off the solvent, the resulting residue was purified by subjecting it to silica gel column chromatography using a n-hexane/isopropanol mixture as an elution solvent, thereby obtaining 3.95 g of 5-bromo-2-(4-methoxybenzyl)benzofuran as a brown oily material.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05620991uspto-grants-1997_04