1-Cyclopropylethanol → 3-(1-cyclopropylethoxy)-4-hydroxy-2(5H)-furanone

HRID 565121

Reaktionsgleichung

Reaktionsgleichung von HRID 565121
[N+](=[C:3]1[C:7](=[O:8])[CH2:6][O:5][C:4]1=[O:9])=[N-].[CH3:10][CH:11]([CH:13]1[CH2:15][CH2:14]1)[OH:12]>C([O-])(=O)C.[Rh+3].C([O-])(=O)C.C([O-])(=O)C>[CH:13]1([CH:11]([O:12][C:3]2[C:4](=[O:9])[O:5][CH2:6][C:7]=2[OH:8])[CH3:10])[CH2:15][CH2:14]1

Komponenten

4

Edukt 2

HCID 791041-CyclopropylethanolHCID 154391133-Diazofuran-2,4-dione

Produkt 1

HCID 701064543-(1-cyclopropylethoxy)-4-hydroxy-2(5H)-furanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 168478Rhodium acetateKatalysator

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

To the mixture of 3-diazo-2,4-(3H, 5H)-furandione (300 mg, 2.38 mmol; Example 207, Step 1) and α-methylcyclopropanemethanol (2.0 mL) was added rhodium acetate (30 mg). The mixture was heated at 130° C. for a period of 18 h. The excess of alcohol was evaporated under reduced pressure and the resulting crude mixture was purified by flash chromatography (10% to 20% MeOH in CH2Cl2 ) to provide 50 mg of the title compound.

Aufarbeitung

  1. customThe excess of alcohol was evaporated under reduced pressure
  2. customthe resulting crude mixture was purified by flash chromatography (10% to 20% MeOH in CH2Cl2 )

Quellen und Nachweise

ORD-Eintrag
ord-98cc1a3b6a024d3ea5342d7c75e3f333
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06169188A

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