Cornforth reagent → 5-Bromo-2-ethoxybenzaldehyde

HRID 233727

Reaktionsgleichung

Reaktionsgleichung von HRID 233727
[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, 0.5 N 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, 0.5 N 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-0e694943e7e64ef7ba6ea70287103c46
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05593993

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