Sodium Hydroxide → 2-(4-Chloro-phenyl)-4-(2,2-dimethoxy-ethyl)-thiazole-5-carboxylic acid

HRID 554840Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 554840
C[O:2][C:3]([C:5]1[S:9][C:8]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)=[N:7][C:6]=1[CH2:17][CH:18]([O:21][CH3:22])[O:19][CH3:20])=[O:4].[OH-].[Na+]>CCO>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([C:8]2[S:9][C:5]([C:3]([OH:4])=[O:2])=[C:6]([CH2:17][CH:18]([O:21][CH3:22])[O:19][CH3:20])[N:7]=2)=[CH:11][CH:12]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 674611542-(4-Chloro-phenyl)-4-(2,2-dimethoxy-ethyl)-thiazole-5-carboxylic acid methyl ester

Produkt 1

HCID 674605292-(4-Chloro-phenyl)-4-(2,2-dimethoxy-ethyl)-thiazole-5-carboxylic acidAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Mix 2-(4-chloro-phenyl)-4-(2,2-dimethoxy-ethyl)-thiazole-5-carboxylic acid methyl ester (3.6 g, 10.5 mmol) in EtOH (40 mL) and then add 2 M NaOH (6.8 mL). Stir the slurry mechanically overnight and then concentrate in vacuo. Dissolve the solid in water (40 mL), cool to 0° C., and adjust the pH to 5-6 with 1 N HCl (13 mL). Stir the slurry for 15 min, collect the precipitate, and wash the solid with water (4×20 mL). Dry the solid in a vacuum oven overnight to give 3.3 g (96%) of the title compound. ES/MS m/z (35Cl) 326.0 [M−1]−.

Aufarbeitung

  1. concentrationconcentrate in vacuo
  2. dissolutionDissolve the solid in water (40 mL)
  3. stirringStir the slurry for 15 min
  4. customcollect the precipitate
  5. washwash the solid with water (4×20 mL)
  6. customDry the solid in a vacuum oven overnight

Quellen und Nachweise

ORD-Eintrag
ord-5ec61726b0bb42b9ba82529618dd7266
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08049013B2

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