Cornforth reagent → 5-Bromo-2-ethoxybenzaldehyde

HRID 861622

Reaktionsgleichung

Reaktionsgleichung von HRID 861622
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][CH3:12])=[C:6]([CH:9]=1)[CH2:7][OH:8].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][CH3:12])=[C:6]([CH:9]=1)[CH:7]=[O:8]

Komponenten

4

Edukt 2

HCID 2724130Cornforth reagentHCID 24721639(5-Bromo-2-ethoxyphenyl)methanol

Produkt 1

HCID 1449015-Bromo-2-ethoxybenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

5-Bromo-2-ethoxybenzyl alcohol (2.78 g, 12.0 mmol) and pyridinium dichromate (4.51 g, 12.0 mmol) in 120 ml of CH2Cl2 was stirred at RT for 6 h. The mixture was filtered, washed with H2O, 0.5N HCl and brine and dried over Na2SO4. The product was purified by silica gel column chromatography (EtOAc/petroleum ether 10:100) to give 5-bromo-2-ethoxybenzaldehyde.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. washwashed with H2O, 0.5N HCl and brine
  3. dry with materialdried over Na2SO4
  4. customThe product was purified by silica gel column chromatography (EtOAc/petroleum ether 10:100)

Quellen und Nachweise

ORD-Eintrag
ord-14ed117b41fe4638a869c64991c7f68e
Quelldatensatz
uspto-grants-1998_02
Patentnummer
US05714503

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