Water → N-Ethyltryptamine

HRID 1352890

Reaktionsgleichung

Reaktionsgleichung von HRID 1352890
[H-].[Al+3].[Li+].[H-].[H-].[H-].N1C2C(=CC=CC=2)C(CC[CH2:18][C:19]([N:21](CC(N)=O)[CH2:22][CH2:23][C:24]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[NH:26][CH:25]=2)=O)=C1.O>O1CCCC1>[CH2:19]([NH:21][CH2:22][CH2:23][C:24]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[NH:26][CH:25]=1)[CH3:18]

Komponenten

5

Edukt 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 865877352(1H-indol-3-yl)ethylacetyltryptamineacetamide

Produkt 1

HCID 6092N-EthyltryptamineAusbeute 185,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Lithium aluminum hydride in tetrahydrofuran (1M, 30 mL) was added dropwise to a stirring solution of N-[2-(1H-indol-3-yl)ethylacetyltryptamineacetamide (2.02 g) in tetrahydrofuran (10 mL) at 0° C. The solution was then heated at reflux overnight. The solution was cooled to 0° C. and water was very carefully added dropwise. The white solid was filtered and rinsed with ether/methanol (9:1, 2×25 mL). The solvent was removed from the filtrate, giving N-ethyl-2-(1H-indol-3-yl)ethanamine as a viscous pale yellow oil (1.75 g, 93%).

Aufarbeitung

  1. temperatureThe solution was then heated
  2. temperatureat reflux overnight
  3. filtrationThe white solid was filtered
  4. washrinsed with ether/methanol (9:1, 2×25 mL)
  5. customThe solvent was removed from the filtrate

Quellen und Nachweise

ORD-Eintrag
ord-0381690ce3dd400eb22a9ce447d8cdf3
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07220775B2

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