Acetonitrile → 1-[2-Bromo-5-(trifluoromethyl)phenyl]ethan-1-one

HRID 563505Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 563505
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[CH:12]([OH:14])[CH3:13].C[N+]1([O-])CCOCC1.CC#N>C(Cl)Cl.[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:10])([F:11])[F:9])=[CH:4][C:3]=1[C:12](=[O:14])[CH3:13]

Komponenten

6

Edukt 3

HCID 6342AcetonitrileHCID 82029Methyl morpholine oxideHCID 574587951-(2-Bromo-5-(trifluoromethyl)phenyl)ethanol

Produkt 1

HCID 574587961-[2-Bromo-5-(trifluoromethyl)phenyl]ethan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178419074HCID 178419074, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

1-(2-Bromo-5-trifluoromethyl-phenyl)-ethanol (0.914 g, 3.40 mmol), N-methylmorpholine N-oxide (0.731 g, 6.24 mmol), and tetrapropylammonium perruthenate (0.109 g, 0.31 mmol) were combined in CH2Cl2 (18 mL) and MeCN (0.9 mL) and stirred at room temperature for 30 minutes. Once no starting material was seen by analytical LCMS, the mixture was filtered through Celite and purified by silica gel chromatography (0-100% EtOAc in hexanes) to give the title compound.

Aufarbeitung

  1. filtrationthe mixture was filtered through Celite
  2. custompurified by silica gel chromatography (0-100% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-d9fb8eb71a984664b489ebe5c104494c
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067445B2

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