Bromomethyl 4-methoxyphenyl ketone → 5-Bromo-2-(4-methoxybenzoyl)benzofuran

HRID 53965

Reaktionsgleichung

Reaktionsgleichung von HRID 53965
[Br:1][C:2]1[CH:9]=[C:6]([CH:7]=O)[C:5]([OH:10])=[CH:4][CH:3]=1.[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([CH2:21]Br)=[O:20])=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:21]([C:19](=[O:20])[C:16]3[CH:17]=[CH:18][C:13]([O:12][CH3:11])=[CH:14][CH:15]=3)=[CH:7][C:6]=2[CH:9]=1

Komponenten

5

Edukt 3

HCID 4965Bromomethyl 4-methoxyphenyl ketoneHCID 11430Potassium CarbonateHCID 728635-Bromosalicylaldehyde

Produkt 1

HCID 23717245-Bromo-2-(4-methoxybenzoyl)benzofuranAusbeute 42,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To 150 ml of acetone were suspended 20 g of 5-bromosalicylaldehyde, 22.9 g of 2-bromo-4-methoxyacetophenone and 27.6 g of anhydrous potassium carbonate. After stirring at room temperature for 4 hours, the resulting reaction solution was concentrated to dryness, and then mixed with water to collect precipitated crystals by filtration. After washing with water and subsequent recrystallization from ethanol, 14.02 g of 5-bromo-2-(4-methoxybenzoyl)benzofuran was obtained in the form of colorless prism crystals.

Aufarbeitung

  1. customthe resulting reaction solution
  2. concentrationwas concentrated to dryness
  3. additionmixed with water
  4. customto collect
  5. customprecipitated crystals
  6. filtrationby filtration
  7. washAfter washing with water and subsequent recrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-c6128358782945d291fbfe8845ec6610
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05620991

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