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

HRID 1810266Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1810266
[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 (0331 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-d645f9ba546e40b7870fb2ebd1abf851
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08362044B2

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