Imidazole → 3-(tert-butyldimethylsilyloxy)dihydrofuran-2(3H)-one

HRID 13382

Reaktionsgleichung

Reaktionsgleichung von HRID 13382
N1C=CN=C1.[Si:6](Cl)([C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:8])[CH3:7].CN(C)C=O.[OH:19][CH:20]1[CH2:24][CH2:23][O:22][C:21]1=[O:25]>C(OCC)(=O)C>[Si:6]([O:19][CH:20]1[CH2:24][CH2:23][O:22][C:21]1=[O:25])([C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:8])[CH3:7]

Komponenten

6

Edukt 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 28928tert-Butyldimethylsilyl chlorideHCID 545831alpha-Hydroxy-gamma-butyrolactone

Produkt 1

HCID 50462413-(tert-butyldimethylsilyloxy)dihydrofuran-2(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

9.0 g of imidazole and 15.9 g of t-butyldimethylsilyl chloride were added in order to a dimethylformamide (180 ml) solution of 9.0 g of 3-hydroxydihydrofuran-2-(3H)-one, and the reaction liquid was stirred for 1 hour at room temperature. The reaction liquid was diluted with ethyl acetate, washed with water, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=5/1) to obtain the entitled compound as a colorless oily substance.

Aufarbeitung

  1. customthe reaction liquid
  2. customThe reaction liquid
  3. washwashed with water
  4. dry with materialdried with anhydrous sodium sulfate
  5. customThe solvent was evaporated away under reduced pressure
  6. customthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=5/1)
  7. customto obtain the entitled compound as a colorless oily substance

Quellen und Nachweise

ORD-Eintrag
ord-231380418bd64564bb18d212d111574c
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728025B2

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