4-Methyl-1-penten-3-ol → 1-Furan-3-yl-4-methyl-pentan-3-one

HRID 23449

Reaktionsgleichung

Reaktionsgleichung von HRID 23449
Br[C:2]1[CH:6]=[CH:5][O:4][CH:3]=1.[CH3:7][CH:8]([CH3:13])[CH:9]([OH:12])[CH:10]=[CH2:11].C(=O)(O)[O-].[Na+]>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.CN(C=O)C>[O:4]1[CH:5]=[CH:6][C:2]([CH2:11][CH2:10][C:9](=[O:12])[CH:8]([CH3:13])[CH3:7])=[CH:3]1

Komponenten

7

Edukt 3

HCID 209294-Methyl-1-penten-3-olHCID 891643-BromofuranHCID 516892Sodium Bicarbonate

Produkt 1

HCID 225730251-Furan-3-yl-4-methyl-pentan-3-one

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 70681Tetrabutylammonium ChlorideKatalysatorHCID 167845palladium(II) acetateKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The title compound was prepared according to General Method 4a using 3-bromofuran (17 mmol), 4-methyl-1-penten-3-ol (25.5 mmol), tetrabutyl ammonium chloride (17 mmol), sodium bicarbonate (42.5 mmol), DMF (15 mL), and palladium acetate (0.9 mmol). The title compound was flash chromatographed eluting with EtOAc:hexane (5:95 to 10:90).

Aufarbeitung

  1. customThe title compound was prepared
  2. customchromatographed
  3. washeluting with EtOAc:hexane (5:95 to 10:90)

Quellen und Nachweise

ORD-Eintrag
ord-a211614668054fd4ad48f16105273d61
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06852711B2

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