Methanol → HCID 69317065, Verbindung

HRID 1018271Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1018271
[CH3:1][NH:2][C@H:3]([C:14]([OH:16])=O)[CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH:6]=1.S(Cl)([Cl:19])=[O:18].[CH3:21][OH:22]>>[ClH:19].[CH3:21][O:22][C:14](=[O:16])[C@H:3]([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([OH:18])[CH:12]=2)[NH:7][CH:6]=1)[NH:2][CH3:1]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 160511N-methyl-L-tryptophan

Produkt 1

HCID 69317065HCID 69317065, Verbindung

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

The N-methyltryptophan derivative from above (0.711 g, 1.21 mmol) was dissolved in MeOH (10 mL) and thionyl chloride (0.6 mL) was added dropwise. The mixture was heated to 60° C. for 3 h. Volatiles were removed under reduced pressure and the residue triturated with TBME (25 mL). The precipitated white solid was collected, washed with TBME and dried to give N-methyl-5-hydroxytryptophan methyl ester hydrochloride (0.339 g): MS (ES+) m/z 249 (MH+).

Aufarbeitung

  1. customVolatiles were removed under reduced pressure
  2. customthe residue triturated with TBME (25 mL)
  3. customThe precipitated white solid was collected
  4. washwashed with TBME
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-87b507d02fbb46c0bbb406f27783d0c1
Quelldatensatz
uspto-grants-2002_11
Patentnummer
US06479508B1

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