Ethanol → 3-Amino-6-chloro-2-(3-methylbenzoyl)-1H-indole

HRID 651010

Reaktionsgleichung

Reaktionsgleichung von HRID 651010
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([Cl:11])=[CH:8][CH:9]=2)[N:4](C(OCC)=O)[C:3]=1[C:17](=[O:25])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=1.C([O-])([O-])=O.[K+].[K+].CCO>O>[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([Cl:11])=[CH:8][CH:9]=2)[NH:4][C:3]=1[C:17](=[O:25])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 11430Potassium CarbonateHCID 183680433-Amino-6-chloro-2-(3-methylbenzoyl)-1-(ethoxycarbonyl)indole

Produkt 1

HCID 183678773-Amino-6-chloro-2-(3-methylbenzoyl)-1H-indoleAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of ethyl 3-amino-6-chloro2-(3-methylbenzoyl)-1H-indole-1-caboxylate (step 1, 6.4 g, 18 mmol), K2CO3 (6.3 g, 45 mnmol) , EtOH (50 ml) and water (30 ml) was heated at reflux temperature for 20 h. The mixture was concentrated, and then water (30 ml) was added to the residue. The resulting mixture was extracted with dichloromethane (80 ml×2) and the combined extracts were dried (MgSO4). Removal of solvent gave 4.3 g (84%) of brown amorphous solids.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux temperature for 20 h
  3. concentrationThe mixture was concentrated
  4. additionwater (30 ml) was added to the residue
  5. extractionThe resulting mixture was extracted with dichloromethane (80 ml×2)
  6. dry with materialthe combined extracts were dried (MgSO4)
  7. customRemoval of solvent

Quellen und Nachweise

ORD-Eintrag
ord-78ad45ccc9a54c70a1c8741eceb8479b
Quelldatensatz
uspto-grants-2001_08
Patentnummer
US06277878B1

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