Methanol → HCID 24802218, Verbindung

HRID 929329

Reaktionsgleichung

Reaktionsgleichung von HRID 929329
S(Cl)([Cl:3])=O.[OH:5][C:6]1[CH:20]=[C:19]2[C:9]([NH:10][CH:11]=[C:12]2[CH2:13][C@@H:14]([C:16]([OH:18])=[O:17])[NH2:15])=[CH:8][CH:7]=1.[CH3:21]O>>[ClH:3].[CH3:21][O:17][C:16](=[O:18])[C@H:14]([CH2:13][C:12]1[C:19]2[C:9](=[CH:8][CH:7]=[C:6]([OH:5])[CH:20]=2)[NH:10][CH:11]=1)[NH2:15]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 439280Oxitriptan

Produkt 1

HCID 24802218HCID 24802218, VerbindungAusbeute 74 %

Versuchsvorschrift

Methanol (5 ml) was maintained at 0° C., and thionyl chloride (2.4 ml) was added dropwise under an argon atmosphere. To this solution was added 5-hydroxy-L-tryptophan (2.0 g), and the mixture was gradually warmed from 0° C. to room temperature, and stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the residue was crystallized from a mixed solvent of ethanol and ether to give 5-hydroxy-L-tryptophan methyl ester hydrochloride (1.8 g, yield 74%) as crystals.

Aufarbeitung

  1. temperaturethe mixture was gradually warmed from 0° C. to room temperature
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was crystallized from a mixed solvent of ethanol and ether

Quellen und Nachweise

ORD-Eintrag
ord-7af67a36a8144b9a8e04aeff5ce024c1
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09295624B2

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