Methyl chloroacetate → HCID 18969559, Verbindung

HRID 399017

Reaktionsgleichung

Reaktionsgleichung von HRID 399017
[OH:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1.Cl[CH2:12][C:13]([O:15][CH3:16])=[O:14].C(=O)([O-])[O-].[K+].[K+]>[I-].[K+].CC(C)=O>[CH3:16][O:15][C:13]([CH2:12][O:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1)=[O:14]

Komponenten

6

Edukt 3

HCID 7295Methyl chloroacetateHCID 11430Potassium CarbonateHCID 5245086-Hydroxyindole

Produkt 1

HCID 18969559HCID 18969559, VerbindungAusbeute 63,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 4875Potassium IodideKatalysatorHCID 180AcetoneLösungsmittel

Versuchsvorschrift

6-Hydroxyindole (2.9 g), methyl chloroacetate (2.7 g), potassium carbonate (5.5 g) and potassium iodide (0.2 g) are added to acetone (100 ml), and the mixture is refluxed for 8 hours. The reaction mixture is cooled to room temperature, and the insoluble materials are removed by filtration. The filtrate is evaporated under reduced pressure. The residue is purified by silica gel column chromatography (eluent; chloroform) to give 6-methoxycarbonylmethoxyindole (2.83 g).

Aufarbeitung

  1. temperaturethe mixture is refluxed for 8 hours
  2. customthe insoluble materials are removed by filtration
  3. customThe filtrate is evaporated under reduced pressure
  4. customThe residue is purified by silica gel column chromatography (eluent; chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-59f19f98a90542538f9d78d9b52ab590
Quelldatensatz
uspto-grants-1998_10
Patentnummer
US05817689

Verknüpfte Notizen

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