Indole → 1-(2,2-diethoxyethyl)-1H-indole

HRID 1533739Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1533739
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[H-].[Na+].[CH2:12]([O:14][CH:15]([O:18][CH2:19][CH3:20])[CH2:16]Br)[CH3:13].O>CS(C)=O>[CH2:12]([O:14][CH:15]([O:18][CH2:19][CH3:20])[CH2:16][N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1)[CH3:13]

Komponenten

6

Edukt 4

HCID 798IndoleHCID 962WaterHCID 24758Sodium hydrideHCID 74852Ethane, 2-bromo-1,1-diethoxy-

Produkt 1

HCID 220130691-(2,2-diethoxyethyl)-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

To a solution of 12 g of indole in 100 ml of dimethyl sulfoxide was added 6.5 g of sodium hydride at room temperature. The mixture was stirred at the same temperature for 1 hour, and 20 ml of bromoacetaldehyde diethyl acetal was added thereto, followed by further stirring at 50° C. for 1 hour. After cooling, the reaction mixture was poured into water, and the product was extracted with ethyl ether. The organic layer was dried over anhydrous magnesium sulfate and concentrated to give 23 g of the title compound.

Aufarbeitung

  1. stirringby further stirring at 50° C. for 1 hour
  2. temperatureAfter cooling
  3. extractionthe product was extracted with ethyl ether
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b538f0320d17460bb33b8d32030581c1
Quelldatensatz
uspto-grants-2001_03
Patentnummer
US06207836B1

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