Hydrochloric Acid → 1-(4-chlorobenzyl)-3-methyl-1H-indole-2-carboxylic acid

HRID 83683Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 83683
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([CH3:16])=[C:8]2[C:17]([O:19]CC)=[O:18])=[CH:4][CH:3]=1.[OH-].[Na+].O.Cl>CCO>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([CH3:16])=[C:8]2[C:17]([OH:19])=[O:18])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 68380183ethyl 1-(4-chlorobenzyl)-3-methyl-1H-indole-2-carboxylate

Produkt 1

HCID 683797421-(4-chlorobenzyl)-3-methyl-1H-indole-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

ethyl 1-(4-chlorobenzyl)-3-methyl-1H-indole-2-carboxylate (480 mg, 1.46 mmol) was dissolved in EtOH (15 mL) and 10% aq. NaOH was added (6 mL). The reaction was allowed to stir at rt for 32 h, at which time as much solvent was stripped off as possible, water was added, and the mixture cooled in an ice bath. The mixture was acidified with concentrated HCl and the precipitate collected over a filter. The title compound was obtained as a white powder that was not purified or characterized further. (Yield: 430 mg, 1.435 mmol, 98%)

Aufarbeitung

  1. additionwas added
  2. temperaturethe mixture cooled in an ice bath
  3. customthe precipitate collected over a filter

Quellen und Nachweise

ORD-Eintrag
ord-3b5ed9349d8747cb9ec225d9d34ca73a
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846684B2

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