Hydrochloric Acid → N-methyl-N-(4-methoxycarbonylbutyryl)-tryptamine

HRID 903593

Reaktionsgleichung

Reaktionsgleichung von HRID 903593
[C:1]([O:10][CH3:11])(=[O:9])[CH2:2][CH2:3][CH2:4][C:5]([O:7]C)=O.[CH3:12][NH:13][CH2:14][CH2:15][C:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[NH:18][CH:17]=1.Cl>>[CH3:12][N:13]([C:5](=[O:7])[CH2:4][CH2:3][CH2:2][C:1]([O:10][CH3:11])=[O:9])[CH2:14][CH2:15][C:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[NH:18][CH:17]=1

Komponenten

4

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

8.0 g of dimethyl glutarate were added to 8.70 g of N-methyl-tryptamine (i.e., 3-(2-methylaminoethyl)-indole), and the mixture was heated at 150° C. under reduced pressure for 2 hours. After the reaction was completed, the mixture was acidified with dilute hydrochloric acid and then extracted with ethyl acetate. The extract was washed with water, an aqueous saturated sodium bicarbonate solution and an aqueous saturated sodium chloride solution, successively. The washed extract was dried and evaporated under reduced pressure to remove solvent. The residue thus obtained was recrystallized from a mixture of ethyl acetate and n-hexane. 11.3 g of N-methyl-N-(4-methoxycarbonylbutyryl)-tryptamine (i.e., 3-[2-(N-methyl-4-methoxycarbonylbutanamido)ethyl]-indole) were thereby obtained. M.p. 101°-102° C. Yield: 70%

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. extractionThe washed extract
  4. customwas dried
  5. customevaporated under reduced pressure
  6. customto remove solvent
  7. customThe residue thus obtained
  8. customwas recrystallized from a mixture of ethyl acetate and n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-6716595877b943c0bcbc809cc2a611a5
Quelldatensatz
uspto-grants-1980_10
Patentnummer
US04228168

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