2-Trimethylsilyloxy-4-(4-(methylthio)phenyl)-3,4-dihydrofuran → 4-(4-(methylthio)phenyl)-2-(5H)-furanone

HRID 1019191Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1019191
C[Si](C)(C)[O:3][CH:4]1[CH2:8][CH:7]([C:9]2[CH:14]=[CH:13][C:12]([S:15][CH3:16])=[CH:11][CH:10]=2)[CH2:6][O:5]1>C(#N)C.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH3:16][S:15][C:12]1[CH:13]=[CH:14][C:9]([C:7]2[CH2:6][O:5][C:4](=[O:3])[CH:8]=2)=[CH:10][CH:11]=1

Komponenten

4

Edukt 1

HCID 184001922-Trimethylsilyloxy-4-(4-(methylthio)phenyl)-3,4-dihydrofuran

Produkt 1

HCID 121505894-(4-(methylthio)phenyl)-2-(5H)-furanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 167845palladium(II) acetateKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of 4 g of Pd(OAc)2 in 100 ml of acetonitrile is added dropwise the crude product from Step 1(5 g) under nitrogen at room temperature. After 10 h at room temperature, the mixture is condensed under reduced pressure and the residue is purified by flash chromatography on silica gel eluted with 2:1 hexane/EtOAc to give the title compound.

Aufarbeitung

  1. customcondensed under reduced pressure
  2. customthe residue is purified by flash chromatography on silica gel
  3. washeluted with 2:1 hexane/EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-f333bea85b43464490f97e1540575711
Quelldatensatz
uspto-grants-2002_11
Patentnummer
US06486194B2

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