2,3-Dimethyl-6-methoxyindole → 2,3-Dimethyl-1H-indol-6-ol

HRID 1826217Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1826217
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH3:11])=[CH:8][CH:7]=[C:6]([O:12]C)[CH:5]=2.Cl.N1C=CC=CC=1>O>[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH3:11])=[CH:8][CH:7]=[C:6]([OH:12])[CH:5]=2

Komponenten

4

Edukt 2

HCID 2665942,3-Dimethyl-6-methoxyindoleHCID 10176127Pyridinium chloride

Produkt 1

HCID 221414062,3-Dimethyl-1H-indol-6-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

2,3-Dimethyl-6-methoxy-1H-indole (2.0 g; synthesized by the process reported by Ockenden et al., J. Chem. Soc., pp. 3175-3180 (1957)) was mixed with pyridine hydrochloride (7.91 g; mfd. by KANTO KAGAKU). The resulting mixture was stirred at 200° C. for 15 minutes and then cooled. After adding water (100 mL), the mixture was then extracted with ethyl acetate (100 mL). The organic layer was dried over anhydrous sodium sulfate (10 g). The solvent was distilled off under reduced pressure to yield crude 2,3-dimethyl-6-hydroxy-1H-indole (1.86 g) as a gray crystal.

Aufarbeitung

  1. customsynthesized by the process
  2. temperaturecooled
  3. extractionthe mixture was then extracted with ethyl acetate (100 mL)
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate (10 g)
  5. distillationThe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-25317aea68bc4ed5b472ceaaaecbce39
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07049445B2

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