Sulfuric Acid → 2,3,4,5-Tetrafluorobenzoic acid

HRID 265663Notes

Reaction equation

HRID 265663 reaction equation
C[O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([F:10])[C:7]([F:11])=[C:6]([F:12])[C:5]=1[F:13].S(=O)(=O)(O)O>O>[F:13][C:5]1[C:6]([F:12])=[C:7]([F:11])[C:8]([F:10])=[CH:9][C:4]=1[C:3]([OH:14])=[O:2]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 600996Methyl 2,3,4,5-tetrafluorobenzoate

Product 1

HCID 2975492,3,4,5-Tetrafluorobenzoic acidYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a 300 ml three necked flask, 20 g (0.096 mol) of the 2,3,4,5-tetrafluorobenzoic acid-methyl ester prepared in Example 15 and 40 g of 70 wt % sulfuric acid were charged, and the mixture was reacted for 10 hours at 140° C. with stirring. Then, 100 ml of water was added to the reaction solution, and the mixture was left to cool. Then, the mixture was extracted with hot toluene. Then, the solvent was distilled off to obtain 17.1 g of 2,3,4,5-tetrafluorobenzoic acid. The yield was 92%.

Workup

  1. customthe mixture was reacted for 10 hours at 140° C.
  2. waitthe mixture was left
  3. temperatureto cool
  4. extractionThen, the mixture was extracted with hot toluene
  5. distillationThen, the solvent was distilled off

Sources & evidence

ORD record
ord-ce1a221634b847bcb154fdcd27027ede
Source dataset
uspto-grants-1997_07
Patent number
US05648504

Reaction notes

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