1,2-Benzenedicarboxylic acid, 3,4,6-trifluoro-5-methoxy- → 2,4,5-Trifluoro-3-hydroxybenzoic Acid

HRID 1762313Notes

Reaction equation

HRID 1762313 reaction equation
[F:1][C:2]1[C:10]([O:11]C)=[C:9]([F:13])[C:8]([F:14])=[C:4](C(O)=O)[C:3]=1[C:15]([OH:17])=[O:16]>O>[F:1][C:2]1[C:10]([OH:11])=[C:9]([F:13])[C:8]([F:14])=[CH:4][C:3]=1[C:15]([OH:17])=[O:16]

Participants

3

Reactant 1

HCID 101988511,2-Benzenedicarboxylic acid, 3,4,6-trifluoro-5-methoxy-

Product 1

HCID 27342702,4,5-Trifluoro-3-hydroxybenzoic AcidYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
190 °C

Procedure

An amount of 0.84 g of to 3,5,6-trifluoro-4-methoxyphthalic acid and 10 ml of water were placed in a sealed tube, replaced with nitrogen and heated at 190° C. for 8 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, 0.48 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-5bc2dbfea3a74b00adaf82740a8ed03d
Source dataset
uspto-grants-1989_05
Patent number
US04831190

Reaction notes

Loading…