Water → 2-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid

HRID 1733030Notes

Reaction equation

HRID 1733030 reaction equation
C([O:3][C:4](=[O:25])[C:5](C)([C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH:21]=[C:20]([Cl:22])[CH:19]=[N:18]2)=[C:13]([Cl:23])[CH:12]=1)[C:6](OCC)=O)C.[OH-].[K+].O>C(O)CCC>[Cl:23][C:13]1[CH:12]=[C:11]([CH:5]([CH3:6])[C:4]([OH:25])=[O:3])[CH:16]=[CH:15][C:14]=1[N:17]1[CH:21]=[C:20]([Cl:22])[CH:19]=[N:18]1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 70595015HCID 70595015, compound

Product 1

HCID 203034102-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

3.83 g (10 mmoles) of methyl-[3-chloro-4-(4-chloropyrazol-1-yl) phenyl] malonic acid diethyl ester, 1.4 g of potassium hydroxide, 5 ml of water and 15 ml of n-butanol are heated to the boil for 3 hours, with stirring. The solvent is evaporated off, the residue is dissolved in water, the aqueous solution is extracted with ether, acidification is effected with hydrochloric acid and the precipitate is filtered off. 2-[3-chloro-4-(4-chloropyrazol-1-yl) phenyl] propionic acid is obtained; m.p. 102°-103° C.

Workup

  1. customThe solvent is evaporated off
  2. dissolutionthe residue is dissolved in water
  3. extractionthe aqueous solution is extracted with ether, acidification
  4. filtrationthe precipitate is filtered off

Sources & evidence

ORD record
ord-c2c6acbaba21492298eb4ad8b3567919
Source dataset
uspto-grants-1980_12
Patent number
US04239901

Reaction notes

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