Sodium Hydroxide → (1H-indol-5-yl)methanamine

HRID 656258

Reaktionsgleichung

Reaktionsgleichung von HRID 656258
[Cl-].[Al+3].[Cl-].[Cl-].[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:11]([C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][CH:17]=[CH:16]2)#[N:12].[OH-].[Na+]>CCOCC>[NH:18]1[C:19]2[C:15](=[CH:14][C:13]([CH2:11][NH2:12])=[CH:21][CH:20]=2)[CH:16]=[CH:17]1

Komponenten

6

Edukt 4

HCID 14798Sodium HydroxideHCID 27513Indole-5-carbonitrileHCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 54791(1H-indol-5-yl)methanamineAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel3×

Versuchsvorschrift

To an ice cold suspension of aluminium chloride (126 mg) in ether (1.5 ml) was added a suspension of lithium aluminium hydride (55 mg) in ether (1.5 ml), followed by stirring for 5 min. A solution of 5-cyanoindole (103 mg) in ether (5 ml) was added dropwise thereto. The mixture was stirred at room temperature for 6 hours, followed by adding aqueous Rochel solution thereto and then stirring for 5 hours. The resulting mixture was basified with 1M aqueous sodium hydroxide solution, extracted twice with ethyl acetate (50 ml), washed with saturated aqueous sodium chlroride solution, dried over magnesium sulfate and then filtered to yield (1H-indol-5-yl)methylamine (93 mg, 88%).

Aufarbeitung

  1. additionwas added
  2. stirringThe mixture was stirred at room temperature for 6 hours
  3. additionby adding aqueous Rochel solution
  4. stirringstirring for 5 hours
  5. extractionextracted twice with ethyl acetate (50 ml)
  6. washwashed with saturated aqueous sodium chlroride solution
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-cb01618504234dab8e877a2e4f5252ae
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071650B2

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