Methyltryptamine → 1,2,3,4-Tetrahydro-1-[3,3-bis(ethoxycarbonyl)-propyl]-2-methyl-beta-carboline

HRID 903600

Reaktionsgleichung

Reaktionsgleichung von HRID 903600
[CH3:1][NH:2][CH2:3][CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH:6]=1.[CH2:14]([O:16][C:17]([CH:19]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:20][CH2:21][CH:22]=O)=[O:18])[CH3:15]>>[CH2:14]([O:16][C:17]([CH:19]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:20][CH2:21][CH:22]1[C:6]2[NH:7][C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:5]=2[CH2:4][CH2:3][N:2]1[CH3:1])=[O:18])[CH3:15]

Komponenten

3

Edukt 2

HCID 6088MethyltryptamineHCID 88096Diethyl (3-oxopropyl)malonate

Produkt 1

HCID 233364811,2,3,4-Tetrahydro-1-[3,3-bis(ethoxycarbonyl)-propyl]-2-methyl-beta-carbolineAusbeute 55,2 %

Versuchsvorschrift

1.78 g of N-methyl-tryptamine (i.e., 3-(2-methylaminoethyl)-indole) and 3.1 g of 4,4-bis(ethoxycarbonyl)-butanal were treated in the same manner as described in Example 21-(1). 2.1 g of 1,2,3,4-tetrahydro-1-[3,3-bis-(ethoxycarbonyl)propyl]-2-methyl-β-carboline were thereby obtained. Yield: 55.0%

Quellen und Nachweise

ORD-Eintrag
ord-50ab92d2f9754825bd25d8207a0fbca9
Quelldatensatz
uspto-grants-1980_10
Patentnummer
US04228168

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