3,4,6-Trifluoro-5-hydroxyphthalic acid → 2,4,5-Trifluoro-3-hydroxybenzoic Acid

HRID 1762316Notes

Reaction equation

HRID 1762316 reaction equation
[F:1][C:2]1[C:10]([OH:11])=[C:9]([F:12])[C:8]([F:13])=[C:4](C(O)=O)[C:3]=1[C:14]([OH:16])=[O:15]>O>[F:1][C:2]1[C:10]([OH:11])=[C:9]([F:12])[C:8]([F:13])=[CH:4][C:3]=1[C:14]([OH:16])=[O:15]

Participants

3

Reactant 1

HCID 101985873,4,6-Trifluoro-5-hydroxyphthalic acid

Product 1

HCID 27342702,4,5-Trifluoro-3-hydroxybenzoic AcidYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

An amount of 0.47 g of to 3,5,6-trifluoro-4-hydroxyphthalic acid and 10 ml of water were placed in a sealed tube, replaced with nitrogen and heated at 140° C. for 3 hours. After completion of the reaction, the mixture was cooled to room temperature and concentrated, whereby crystals were precipitated. The crystals were filtered, washed (chloroform 5 ml) and then dried. As colorless crystals, 0.35 g of 2,4,5-trifluoro-3-hydroxybenzoic acid was obtained.

Workup

  1. customAfter completion of the reaction
  2. temperaturethe mixture was cooled to room temperature
  3. concentrationconcentrated
  4. customwhereby crystals were precipitated
  5. filtrationThe crystals were filtered
  6. washwashed (chloroform 5 ml)
  7. customdried

Sources & evidence

ORD record
ord-dbc7c21049cf41378cef2c196f049714
Source dataset
uspto-grants-1989_05
Patent number
US04831190

Reaction notes

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