Ethyl Acetate → HCID 53909511, Verbindung

HRID 486062Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 486062
[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12]C)[CH:10]=2)[NH:5][C:4]=1[CH2:14][CH2:15][CH3:16])[CH3:2].C(=O)(O)[O-].[Na+].C(OCC)(=O)C>C(O)(=O)C.Br>[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([OH:12])[CH:10]=2)[NH:5][C:4]=1[CH2:14][CH2:15][CH3:16])[CH3:2]

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 19097339HCID 19097339, Verbindung

Produkt 1

HCID 53909511HCID 53909511, VerbindungAusbeute 98,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidLösungsmittel

Versuchsvorschrift

3-Ethyl-5-methoxy-2-propyl indole (2.92 g) in 15 ml of hydrogen bromide acetic acid solution was heated at 100° C. for 4 hours. The cooled solution was poured into an aqueous sodium bicarbonate solution (100 ml) and ethyl acetate with stirring. The separated organic layer was washed with water, dried over magnesium sulfate, and concentrated in vacuo. The crude product was chromatographed on silica gel using 30% ethyl acetate in n-hexanes as eluent to yield 3-ethyl-5-hydroxy-2-propyl indole (2.7 g).

Aufarbeitung

  1. washThe separated organic layer was washed with water
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe crude product was chromatographed on silica gel using 30% ethyl acetate in n-hexanes as eluent

Quellen und Nachweise

ORD-Eintrag
ord-be1364ea0d074675ac990b494bfe3819
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05290788

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