Potassium Hydroxide → 4-Chloro-2,5-difluorobenzoic acid

HRID 982548Notes

Reaction equation

HRID 982548 reaction equation
Cl[O-:2].[K+].[OH-].[K+].[Cl:6][C:7]1[C:12]([F:13])=[CH:11][C:10]([C:14](=[O:16])C)=[C:9]([F:17])[CH:8]=1>[Cl-]>[Cl:6][C:7]1[C:12]([F:13])=[CH:11][C:10]([C:14]([OH:16])=[O:2])=[C:9]([F:17])[CH:8]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 6001514'-Chloro-2',5'-difluoroacetophenoneHCID 23665762Potassium hypochlorite

Product 1

HCID 27332744-Chloro-2,5-difluorobenzoic acid

Reagents, catalysts & solvents 1

HCID 312ChlorideSolvent

Conditions

Temperature
40 °C

Procedure

A 3.6 liter aqueous solution containing 500 g (5.5 mole) of potassium hypochlorite and 115 g potassium hydroxide, was taken in a 5 liter, 3-necked round-bottomed flask equipped with a Trubore stirrer, a thermometer, an addition funnel and a water condenser. 228.5 g (1.2 mole) of 4'-chloro-2',5'-difluoroacetophenone was dissolved in 550 ml of chloride and the solution was slowly added to the flask via the addition funnel. The temperature was not allowed to exceed 40° C. After the addition was complete, the heterogeneous mixture was stirred vigorously at reflux (40° C.) for 18 hours.

Workup

  1. customequipped with a Trubore stirrer
  2. additionthe solution was slowly added to the flask via the addition funnel
  3. customto exceed 40° C
  4. additionAfter the addition

Sources & evidence

ORD record
ord-2b7b866b8539406a87f064a5aa32a9a1
Source dataset
uspto-grants-1991_02
Patent number
US04996355

Reaction notes

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