2-[3-Chloro-4-(2-pyrazolin-1-yl)phenyl]propionic acid → 2-[3-Chloro-4-(pyrazol-1-yl)phenyl]propionic acid

HRID 1733008Notes

Reaction equation

HRID 1733008 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]([CH3:17])[C:14]([OH:16])=[O:15])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:12][CH2:11][CH:10]=[N:9]1>C1(C)C=CC=CC=1.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]([CH3:17])[C:14]([OH:16])=[O:15])[CH:5]=[CH:6][C:7]=1[N:8]1[CH:12]=[CH:11][CH:10]=[N:9]1

Participants

4

Reactant 1

HCID 203035412-[3-Chloro-4-(2-pyrazolin-1-yl)phenyl]propionic acid

Product 1

HCID 203035002-[3-Chloro-4-(pyrazol-1-yl)phenyl]propionic acid

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Procedure

252 mg (1 mmole) of 2-[3-chloro-4-(2-pyrazolin-1-yl)phenyl]propionic acid are heated to the boil for 8 hours with 250 mg of active manganese dioxide and 1 g molecular sieve 4 A*) in 10 ml of toluene. Filtration is effected, followed by extraction first with 1 N hydrochloric acid and then with 1 N sodium hydroxide. The aqueous alkaline extract is acidified and subsequently extracted with benzene; the resulting organic phase is dried to yield 2-[3-chloro-4-(pyrazol-1-yl)phenyl]propionic acid (m.p. 83° to 85° C.).

Workup

  1. filtrationFiltration
  2. extractionfollowed by extraction first with 1 N hydrochloric acid
  3. extractionThe aqueous alkaline extract
  4. extractionsubsequently extracted with benzene
  5. customthe resulting organic phase is dried

Sources & evidence

ORD record
ord-15935e0d3b914ef0a50bb9bb4da9d9e5
Source dataset
uspto-grants-1980_12
Patent number
US04239901

Reaction notes

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