Ethyl Acetate → HCID 21846284, Verbindung

HRID 617789Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 617789
[C:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[CH:7][NH:8]2)(=[O:3])[CH3:2].[H-].[Na+].[C:15](OCC)(=[O:17])[CH3:16]>>[NH:8]1[C:9]2[C:5](=[C:4]([C:1](=[O:3])[CH2:2][C:15](=[O:17])[CH3:16])[CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:7]1

Komponenten

4

Edukt 3

HCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 130046731-(1H-Indol-4-yl)ethan-1-one

Produkt 1

HCID 21846284HCID 21846284, Verbindung

Versuchsvorschrift

4-Acetylindole (0.101 g) was refluxed in 5 mL of ethyl acetate. Sodium hydride (0.20 g, 60% oil dispersion) was added in portions to the refluxing solution until thin layer chromatography analysis showed complete consumption of the starting material. The reaction mixture was quenched with water and acidified to pH 3. The ethyl acetate layer was dried (magnesium sulfate) and concentrated to give a crude product. The crude material was chromatographed on silica gel, eluting with hexane/ethyl acetate to give 1-(1H-indol-4-yl)-1,3-butanedione (0.104 g), a compound of formula (11), m.p. 104-105° C.

Aufarbeitung

  1. customconsumption of the starting material
  2. customThe reaction mixture was quenched with water
  3. dry with materialThe ethyl acetate layer was dried (magnesium sulfate)
  4. concentrationconcentrated
  5. customto give a crude product
  6. customThe crude material was chromatographed on silica gel
  7. washeluting with hexane/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-27429585c0d1425bbbbd254358ed9d1d
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05952331

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