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

HRID 38702

Reaktionsgleichung

Reaktionsgleichung von HRID 38702
[Br:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:3]=1[CH2:4][OH:5].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:9]=[CH:8][C:7]([C:10]([F:11])([F:12])[F:13])=[CH:6][C:3]=1[CH:4]=[O:5]

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

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

Aufarbeitung

  1. concentrationthe mixture was concentrated
  2. customthe residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-3b24e4b4e1b945c3aacdfacc4a0d6bd9
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524748B2

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