Hydrochloric Acid → 5-Chloro-3-(3,5-dimethylphenylsulfonyl)indole-2-carboxylic acid

HRID 50035Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 50035
[OH2:1].[OH-:2].[Li+].[Cl:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9]([C:14]([O:16]C)=[O:15])=[C:8]2[S:18][C:19]1[CH:24]=[C:23]([CH3:25])[CH:22]=[C:21]([CH3:26])[CH:20]=1.Cl>O1CCCC1.O>[Cl:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9]([C:14]([OH:16])=[O:15])=[C:8]2[S:18]([C:19]1[CH:24]=[C:23]([CH3:25])[CH:22]=[C:21]([CH3:26])[CH:20]=1)(=[O:2])=[O:1]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 11727682Methyl 5-chloro-3-(3,5-dimethylphenylthio)indole-2-carboxylate

Produkt 1

HCID 113719555-Chloro-3-(3,5-dimethylphenylsulfonyl)indole-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Lithium hydroxide monohydrate (0.33 g, 0.0079 mol) was added to a solution of methyl 5-chloro-3-(3,5-dimethylphenylthio)indole-2-carboxylate (1.0 g, 0.0026 mol) in tetrahydrofuran (30 mL) and water (30 mL), then reaction was stirred at room temperature for 4 days. After dilution with water the mixture was acidified with 1N HCl and extracted with ethyl acetate. Organic reaction was washed with brine and dried. Evaporation of the solvent furnished 0.94 (100%) of title compound, mp 277-278° C. (from ethanol).

Aufarbeitung

  1. customreaction
  2. extractionextracted with ethyl acetate
  3. customOrganic reaction
  4. washwas washed with brine
  5. customdried
  6. customEvaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-151f78a6f9304158948cef2c4903e3d9
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06710068B2

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