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

HRID 1733010Notes

Reaction equation

HRID 1733010 reaction equation
C([O:5][C:6](=[O:22])[CH:7]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH:19]=[C:18]([Cl:20])[CH:17]=[N:16]2)=[C:11]([Cl:21])[CH:10]=1)[CH3:8])(C)(C)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Cl:21][C:11]1[CH:10]=[C:9]([CH:7]([CH3:8])[C:6]([OH:22])=[O:5])[CH:14]=[CH:13][C:12]=1[N:15]1[CH:19]=[C:18]([Cl:20])[CH:17]=[N:16]1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 570527092-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid tert.-butylester

Product 1

HCID 203034102-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acidYield 94.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

341 mg (1 mmole) of 2-[3-chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid tert.-butylester are heated to the boil for 2 hours with 10 mg of p-toluenesulfonic acid in toluene. The reaction solution is washed with water, dried and concentrated to obtain 270 mg (94.7% of theory) of 2-[3-chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid (m.p. 102° to 103° C.).

Workup

  1. washThe reaction solution is washed with water
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-35992fd2a0664dd28cf4b13b6e063ba8
Source dataset
uspto-grants-1980_12
Patent number
US04239901

Reaction notes

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