Sodium Sulfite → N-Acetyl-5-Bromo-3-Hydroxyindole

HRID 239010Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 239010
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([Br:13])=[CH:10][CH:11]=2)[C:6]([O:14]C(=O)C)=[CH:5]1)(=[O:3])[CH3:2].S([O-])([O-])=O.[Na+].[Na+]>O>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([Br:13])=[CH:10][CH:11]=2)[C:6]([OH:14])=[CH:5]1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 24437Sodium SulfiteHCID 118505N-acetyl-5-bromoindolyl acetate

Produkt 1

HCID 2735235N-Acetyl-5-Bromo-3-HydroxyindoleAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

1-acetyl-5-bromo-3-acetoxyindole (1.0 g, 3.38 mmol) and sodium sulfite (1.0 g, 7.94 mmol) were mixed in 20 ml water. After heated for 3 hours at 80° C., the reaction mixture was cooled down to room temperature, and then extracted with ethyl acetate (50 ml×2). The combined organic phases were dried and evaporated to obtain a solid as white needles (1-acetyl-5-bromo-3-hydroxyindole) (0.7 g, yield: 82%; mp: 180-182° C.).

Aufarbeitung

  1. temperaturethe reaction mixture was cooled down to room temperature
  2. extractionextracted with ethyl acetate (50 ml×2)
  3. customThe combined organic phases were dried
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-66d5718b03344212b457772f11c45443
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642765B2

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