Potassium Hydroxide → 5-Bromo-2-(4-methoxybenzyl)benzofuran

HRID 53990

Reaktionsgleichung

Reaktionsgleichung von HRID 53990
[OH-].[K+].O.O.NN.[Br:7][C:8]1[CH:9]=[CH:10][C:11]2[O:15][C:14]([C:16](=O)[C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=3)=[CH:13][C:12]=2[CH:26]=1>C(O)COCCO>[Br:7][C:8]1[CH:9]=[CH:10][C:11]2[O:15][C:14]([CH2:16][C:17]3[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=3)=[CH:13][C:12]=2[CH:26]=1

Komponenten

5

Edukt 3

HCID 14797Potassium HydroxideHCID 23717245-Bromo-2-(4-methoxybenzoyl)benzofuranHCID 22141362Hydrazine--water (1/2)

Produkt 1

HCID 218443705-Bromo-2-(4-methoxybenzyl)benzofuranAusbeute 82,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8117Diethylene GlycolLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. temperatureThe thus prepared mixture was refluxed
  2. temperatureunder heating
  3. temperatureAfter cooling
  4. customthe resulting reaction solution
  5. extractionextracted with benzene
  6. customdried
  7. distillationAfter distilling off the solvent
  8. customthe resulting residue was purified

Quellen und Nachweise

ORD-Eintrag
ord-7b048a536902418b8f4734ceb90042f5
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05620991

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