Methyl morpholine oxide → 2-Bromo-5-(trifluoromethyl)benzaldehyde

HRID 563458

Reaktionsgleichung

Reaktionsgleichung von HRID 563458
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[CH2:12][OH:13].C[N+]1([O-])CCOCC1>C(Cl)Cl.CC#N.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:9])([F:10])[F:11])=[CH:4][C:3]=1[CH:12]=[O:13]

Komponenten

6

Edukt 2

HCID 82029Methyl morpholine oxideHCID 27562482-Bromo-5-(trifluoromethyl)benzyl alcohol

Produkt 1

HCID 70180472-Bromo-5-(trifluoromethyl)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178419074HCID 178419074, VerbindungKatalysatorHCID 6342AcetonitrileLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To (2-bromo-5-trifluoromethyl-phenyl)-methanol (2.216 g, 8.69 mmol) and N-methylmorpholine N-oxide (2.051 g, 17.38 mmol) in CH2Cl2 (44 mL) and MeCN (2.2 mL) was added tetrapropylammonium perruthenate (0.311 g, 0.87 mmol), and the reaction was stirred at room temperature for 20 minutes. Once no starting material was seen by analytical tlc, the mixture was concentrated and purified by silica gel chromatography to give the title compound.

Aufarbeitung

  1. concentrationthe mixture was concentrated
  2. custompurified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-a84132280b5843aa8010af3d068a986f
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067445B2

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