Methyl morpholine oxide → 4-Phenyl-3-furaldehyde

HRID 326364

Reaktionsgleichung

Reaktionsgleichung von HRID 326364
[C:1]1([C:7]2[C:8]([CH2:12][OH:13])=[CH:9][O:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[N+]1([O-])CCOCC1>ClCCl.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[C:1]1([C:7]2[C:8]([CH:12]=[O:13])=[CH:9][O:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 2

HCID 82029Methyl morpholine oxideHCID 15037154(4-Phenylfuran-3-yl)methanol

Produkt 1

HCID 150371484-Phenyl-3-furaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178419074HCID 178419074, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 4-phenyl-3-furanmethanol (458 mg, 2.63 mmol), powdered 4A molecular sieves (500 mg), 4-methyl-morpholine-N-oxide (462 mg, 3.95 mmol) and tetrapropylammonium perruthenate (46 mg, 0.13 mmol) in anhydrous dichloromethane (40 ml) were stirred at room temperature for 3 hours. Residue was filtered through silica and concentrated to a brown oil which was purified by flash chromatography on silica using 10% ethyl ether/hexanes to give the titled aldehyde.

Aufarbeitung

  1. filtrationResidue was filtered through silica
  2. concentrationconcentrated to a brown oil which
  3. customwas purified by flash chromatography on silica using 10% ethyl ether/hexanes

Quellen und Nachweise

ORD-Eintrag
ord-ddae1b59dc504507827b5d46a07023df
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05268387

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