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

HRID 376364

Reaktionsgleichung

Reaktionsgleichung von HRID 376364
[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 a-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-cc1b22334a484f068f807cddc31848bd
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06020343

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