Potassium Carbonate → (2-Methyl-1H-indol-4-yloxy)-acetic acid benzyl ester

HRID 1445887

Reaktionsgleichung

Reaktionsgleichung von HRID 1445887
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH3:11])[NH:6]2.[CH2:12]([O:19][C:20](=[O:23])[CH2:21]Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:12]([O:19][C:20](=[O:23])[CH2:21][O:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH3:11])[NH:6]2)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 62576Benzyl bromoacetateHCID 5902254-Hydroxy-2-methylindole

Produkt 1

HCID 58765424(2-Methyl-1H-indol-4-yloxy)-acetic acid benzyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 4-hydroxy-2-methylindole (3.0 g, 0.02 mole), bromo-acetic acid benzyl ester (4.6 g, 0.02 mole), potassium carbonate (2.8 g, 0.02 mole) in acetone was refluxed for 48 h. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography (10:1 Hex:EtOAc) to afford intermediate (2). Yield: 3.5 g, 58%.

Aufarbeitung

  1. temperaturewas refluxed for 48 h
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. customThe residue was purified by column chromatography (10:1 Hex:EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-af9a5eb9069141e4a752b31f69239149
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07666898B2

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