Toluene → HCID 131712929, Verbindung

HRID 1163911Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1163911
[CH2:1]([NH:5][CH2:6][CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)[CH2:2][CH2:3][CH3:4].[CH3:17][N:18]([C:23]([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:24])[CH:19]([CH3:22])C=O.[C:33]1(C)C=CC=CC=1>>[CH2:1]([N:5]1[CH:6]=[CH:7][C:8]2[C:9]([N:10]=[C:11]3[C:16]=2[CH:15]=[CH:14][CH:13]=[CH:12]3)=[CH:17]1)[CH2:2][CH2:3][CH3:4].[CH3:17][N:18]([CH2:19][CH2:22][C:33]1[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[CH:6]=[CH:7][C:8]2[C:9]=1[N:10]=[C:11]1[C:16]=2[CH:15]=[CH:14][CH:13]=[CH:12]1)[C:23]([O:25][CH2:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)=[O:24]

Komponenten

5

Edukt 3

HCID 1140TolueneHCID 45582N-Butyl-1H-indole-3-ethanamineHCID 20513196HCID 20513196, Verbindung

Produkt 2

HCID 131712929HCID 131712929, VerbindungHCID 131712930HCID 131712930, Verbindung

Versuchsvorschrift

To a solution of 3.4 g of N-n-butyl-tryptamine in 50 ml of toluene are added 4.6 g of N-methyl-N-benzyloxycarbonyl-2-aminopropionaldehyde, and the mixture is refluxed for 15 hours. After the reaction, the mixture is condensed under reduced pressure. Then, the residue obtained is purified by silica gel chromatography. 3.9 g of 1,2,3,4-tetrahydro-1-(2-N-methyl-N-benzyloxycarbonylamino)ethyl)-2-n-butyl-β-carboline (cis isomer) and 1.32 g of 1,2,3,4-tetrahydro-1-(2-(N-methyl-N-benzyloxycarbonylamino)ethyl-2-n-butyl-β-carboline (trans isomer) are obtained, respectively.

Aufarbeitung

  1. temperaturethe mixture is refluxed for 15 hours
  2. customAfter the reaction
  3. customcondensed under reduced pressure
  4. customThen, the residue obtained
  5. customis purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-b3e85bcbf88e47baa43e6bc954019c97
Quelldatensatz
uspto-grants-1983_01
Patentnummer
US04367230

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