Ethanol → HCID 67185016, Verbindung

HRID 868842Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 868842
[CH3:1][N:2]1[C:10]2[C:5](=[C:6]([CH3:11])[CH:7]=[CH:8][CH:9]=2)[C:4](CC#N)=[CH:3]1.[OH-:15].[K+].[CH2:17]([OH:19])[CH3:18]>O>[CH3:1][N:2]1[C:10]2[C:5](=[C:6]([CH3:11])[CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:18][C:17]([OH:15])=[O:19])=[CH:3]1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 67187925HCID 67187925, Verbindung

Produkt 1

HCID 67185016HCID 67185016, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

(1,4-Dimethyl-1H-indol-3-yl)-acetonitrile (6.0 g, 33 mmol) is suspended in ethanol (150 mL) and then potassium hydroxide (10.6 g, 162 mmol) in water (150 mL) is added to the solution. The reaction is stirred and then heated to reflux for 16 hours. the reaction is then cooled to room temperature and diluted with water. The aqueous layer is washed with DCM (3×150 mL) and then the water layer is cooled to zero and acidified with the addition of 12N HCl. The resulting suspension is extracted with DCM (3×100 mL) and the organic layers are combined, filtered and evaporated in vacuo. The resulting product is used without further purification (3.9 g, 20 mmol, 60%) LC/MS (M++1): 204.7.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 16 hours
  3. washThe aqueous layer is washed with DCM (3×150 mL)
  4. temperaturethe water layer is cooled to zero
  5. additionacidified with the addition of 12N HCl
  6. extractionThe resulting suspension is extracted with DCM (3×100 mL)
  7. filtrationfiltered
  8. customevaporated in vacuo
  9. customThe resulting product is used without further purification (3.9 g, 20 mmol, 60%) LC/MS (M++1)

Quellen und Nachweise

ORD-Eintrag
ord-1a5f877132aa4a43b096dd22a1be286e
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969348B2

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