Melatonin Impurity 3 → N-[2-(2-acetyl-5-methoxyindol-3-yl)ethyl]acetamide

HRID 370056

Reaktionsgleichung

Reaktionsgleichung von HRID 370056
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][CH2:13][N:14]([C:18]([CH3:20])=[O:19])C(=O)C.[B-](F)(F)(F)F.[CH3:26][CH2:27][O+:28](CC)CC>ClCCl.CO>[C:27]([C:7]1[NH:8][C:9]2[C:5]([C:6]=1[CH2:12][CH2:13][NH:14][C:18](=[O:19])[CH3:20])=[CH:4][C:3]([O:2][CH3:1])=[CH:11][CH:10]=2)(=[O:28])[CH3:26]

Komponenten

5

Edukt 2

HCID 832313Melatonin Impurity 3HCID 2723982Triethyloxonium tetrafluoroborate

Produkt 1

HCID 15382326N-[2-(2-acetyl-5-methoxyindol-3-yl)ethyl]acetamideAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To N-[2-(5-methoxyindol-3-yl)ethyl]diacetamide (4) (35 mg) dissolved in dichloromethane (3 ml), at 0° C., is added Meerwein's reagent (0.15 mmol, 0.15 ml). The mixture is maintained at room temperature for 12 h. The solution is filtered. A red precipitate is obtained. The precipitate is dissolved in methanol (1 ml). After reacting for 15 min, the methanol is evaporated off and the ethyl acetate is extracted out. N-[2-(2-Acetyl-5-methoxyindol-3-yl)ethyl]acetamide (2) is thus obtained, Yield=75%.

Aufarbeitung

  1. filtrationThe solution is filtered
  2. customA red precipitate is obtained
  3. customthe methanol is evaporated off
  4. extractionthe ethyl acetate is extracted out

Quellen und Nachweise

ORD-Eintrag
ord-173468c3e17b45acbd0b95d1a9d2718a
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06140372

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