Potassium Hydroxide → 3-(3,4-Dimethoxyphenyl)-1H-indole

HRID 1820881Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1820881
C1(S([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=3)=[CH:11]2)(=O)=O)C=CC=CC=1.[OH-].[K+]>C(O)C>[CH3:28][O:27][C:21]1[CH:20]=[C:19]([C:12]2[C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[NH:10][CH:11]=2)[CH:24]=[CH:23][C:22]=1[O:25][CH3:26]

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 578917491-benzenesulfonyl-3-(3,4-dimethoxy-phenyl)-1H-indole

Produkt 1

HCID 447206813-(3,4-Dimethoxyphenyl)-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

1-Benzenesulfonyl-3-(3,4-dimethoxy-phenyl)-indole (350 mg, 0.89 mmol) 19 was dissolved in ethanol (3 mL) and potassium hydroxide pellets (385 mg, 6.9 mmol) were added. The reaction mixture was heated in a CEM Discover microwave instrument at 120° C. for 10 minutes. The reaction mixture was concentrated to dryness and the residue was partitioned between ethyl acetate and saturated sodium bicarbonate. The organic portion was dried with anhydrous magnesium sulfate, filtered and the filtrate concentrated to provide the desired product 22, which was used without further purification (208 mg, 92%)

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customthe residue was partitioned between ethyl acetate and saturated sodium bicarbonate
  3. dry with materialThe organic portion was dried with anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated

Quellen und Nachweise

ORD-Eintrag
ord-8682156b8a924a44bc8057e4ae568c47
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07605168B2

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