Potassium Carbonate → 4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-dichloro-benzaldehyde

HRID 1007486Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1007486
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]([CH3:13])[CH3:12].[C:14](=[O:17])([O-])[O-].[K+].[K+].[Cl:20][C:21]1[C:28](Cl)=[C:27]([Cl:30])[C:24](C=O)=[CH:23][CH:22]=1>CS(C)=O>[CH:11]([C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([O:1][C:28]3[C:21]([Cl:20])=[CH:22][C:23]([CH:14]=[O:17])=[CH:24][C:27]=3[Cl:30])[CH:3]=2)[NH:7][CH:6]=1)([CH3:13])[CH3:12]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 125950482,3,4-TrichlorobenzaldehydeHCID 226694913-isopropyl-1H-indol-5-ol

Produkt 1

HCID 226696114-(3-Isopropyl-1H-indol-5-yloxy)-3,5-dichloro-benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

Analogously to the procedure of Example V, 10.0 g (57.07 mmol) of 5-hydroxy-3-isopropylindole are dissolved in 300 ml of DMSO, 8.68 g (62.77 mmol) of potassium carbonate are added, the mixture is stirred for 10 min at room temperature and 11.95 g (57.07 mmol) of 4,5,6-trichlorobenzaldehyde are introduced in portions, and the mixture is additionally stirred for 2 hours at room temperature and 2 hours at 50° C. After quenching with ethyl acetate/ammonium chloride solution and silica gel chromatography by means of toluene, 12,01 g (85,4%) of the desired product are obtained.

Aufarbeitung

  1. stirringthe mixture is additionally stirred for 2 hours at room temperature and 2 hours at 50° C
  2. customAfter quenching with ethyl acetate/ammonium chloride solution and silica gel chromatography by means of toluene, 12,01 g (85,4%) of the desired product
  3. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-30a794fb57dc4b1b891ceac6769ff4a1
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06794406B2

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