Water → 3,4,5,6-Tetrafluorophthalic acid

HRID 622262Notes

Reaction equation

HRID 622262 reaction equation
[F:1][C:2]1[C:3]([F:15])=[C:4]([F:14])[C:5]([F:13])=[C:6]2[C:11](=[O:12])[O:10][C:8](=[O:9])[C:7]=12.[OH2:16]>>[F:1][C:2]1[C:3]([F:15])=[C:4]([F:14])[C:5]([F:13])=[C:6]([C:11]([OH:10])=[O:12])[C:7]=1[C:8]([OH:16])=[O:9]

Participants

3

Reactant 2

HCID 962WaterHCID 69545Tetrafluorophthalic anhydride

Product 1

HCID 695443,4,5,6-Tetrafluorophthalic acidYield 90%

Procedure

After mixing 10 g (0.945 mol) of tetrafluorophthalic anhydride obtained in the above step with 60 ml of water, the mixture was stirred for 3 hours at room temperature. Then, the product was extracted twice with 300 ml of ether and the ether layer thus obtained was dried with anhydrous magnesium sulfate and concentrated by distillation to provide 9.7 g (yield 90%) of tetrafluorophthalic acid as white crystals. By recrystalizing the crystals from an aqueous 6N hydrochloric acid solution, crystals having higher purity (99.5%) were obtained.

Workup

  1. extractionThen, the product was extracted twice with 300 ml of ether
  2. customthe ether layer thus obtained
  3. dry with materialwas dried with anhydrous magnesium sulfate
  4. concentrationconcentrated by distillation

Sources & evidence

ORD record
ord-f122abf4997840b9ad3e8c59f23c4164
Source dataset
uspto-grants-1988_09
Patent number
US04769493

Reaction notes

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