Cornforth reagent → 2,6-Dichloro-3-fluorobenzaldehyde

HRID 1404614Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1404614
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[CH2:10][OH:11].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>ClCCl.CCOCC>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[CH:10]=[O:11]

Komponenten

5

Edukt 2

HCID 2724130Cornforth reagentHCID 67004432(2,6-Dichloro-3-fluorophenyl)methanol

Produkt 1

HCID 189456742,6-Dichloro-3-fluorobenzaldehydeAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (2,6-dichloro-3-fluorophenyl)methanol (9.0 g, 46 mmol) in dichloromethane (200 mL) was added molecular sieves (4A, powder, 40g) and pyridinium dichromate (PDC: 45g, 120 mmol). The mixture was stirred at room temperature for 2 h and diluted with Et2O (200 mL). The mixture was filtered through Celite and the solvent was removed in vacuum. The residue was washed with a small amount of dichloromethane to give a white solid (4.6 g, yield 52%).

Aufarbeitung

  1. filtrationThe mixture was filtered through Celite
  2. customthe solvent was removed in vacuum
  3. washThe residue was washed with a small amount of dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-edf7b75abdd74eedb7c6ef9a6e6920ba
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08912330B2

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