Citric Acid → 2-Chloro-5-(5-cyclopropyl-1H-pyrazol-3-yl)-benzoic acid

HRID 1988374Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1988374
C([O:3][C:4](=[O:20])[C:5]1[CH:10]=[C:9]([C:11]2[CH:15]=[C:14]([CH:16]3[CH2:18][CH2:17]3)[NH:13][N:12]=2)[CH:8]=[CH:7][C:6]=1[Cl:19])C.[OH-].[K+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>CO>[Cl:19][C:6]1[CH:7]=[CH:8][C:9]([C:11]2[CH:15]=[C:14]([CH:16]3[CH2:17][CH2:18]3)[NH:13][N:12]=2)=[CH:10][C:5]=1[C:4]([OH:20])=[O:3]

Komponenten

5

Edukt 3

HCID 311Citric AcidHCID 14797Potassium HydroxideHCID 588181832-chloro-5-(5-cyclopropyl-1H-pyrazol-3-yl)-benzoic acid ethyl ester

Produkt 1

HCID 184386582-Chloro-5-(5-cyclopropyl-1H-pyrazol-3-yl)-benzoic acidAusbeute 134,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 2-chloro-5-(5-cyclopropyl-1H-pyrazol-3-yl)-benzoic acid ethyl ester (0.05 g, 0.17 mmol) in methanol (4 mL) was added KOH (0.12 g). The mixture was shaken at room temperature for 16 h. The mixture was acidified with 10% aqueous citric acid and extracted with ethyl acetate. The combined organic layers were washed with water and brine, and concentrated in vacuo to afford the title compound (0.06 g).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layers were washed with water and brine
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-11a6d3cd8ce34dda80cbdef098516508
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07553972B2

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