Potassium Carbonate → 3-Methyl-2-(2-methyl-1H-indol-4-yloxy)-butyric acid ethyl ester

HRID 1445908

Reaktionsgleichung

Reaktionsgleichung von HRID 1445908
C([N:8]1[C:16]2[CH:15]=[CH:14][CH:13]=[C:12]([OH:17])[C:11]=2[CH:10]=[C:9]1[CH3:18])C1C=CC=CC=1.[CH2:19]([O:21][C:22](=[O:28])[CH:23](Br)[CH:24]([CH3:26])[CH3:25])[CH3:20].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:19]([O:21][C:22](=[O:28])[CH:23]([O:17][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:11]=1[CH:10]=[C:9]([CH3:18])[NH:8]2)[CH:24]([CH3:26])[CH3:25])[CH3:20]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 79068Ethyl 2-bromoisovalerateHCID 107523601-Benzyl-2-methyl-1H-indol-4-ol

Produkt 1

HCID 591703963-Methyl-2-(2-methyl-1H-indol-4-yloxy)-butyric acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 4-hydroxy-2-methylindole (1) (1.5 g, 0.010 mole), 2-bromo-3-methyl-butyric acid ethyl ester (2.2 g, 0.010 mole) and potassium carbonate (excess) in acetone (50 mL) was refluxed for 3 days. The reaction mixture was filtered, and the filtrate was concentrated. The residue was purified by column chromatography (20:1 Hex:EtOAc) to afford intermediate 2. Yield: 1.88 g, 71%

Aufarbeitung

  1. temperaturewas refluxed for 3 days
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. customThe residue was purified by column chromatography (20:1 Hex:EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-d275849a12214b319bf7b5fbcc3bfd83
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07666898B2

Verknüpfte Notizen

Wird geladen…