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

HRID 1461035Notes

Reaction equation

HRID 1461035 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

Conditions

Temperature
140 °C

Procedure

2700 g of 3,5,6-trifluoro-4-hydroxyphthalic acid and 6 liters of water were placed in an autoclave, and the mixture was heated at 140° C. for 3 hours in an atmosphere of nitrogen. At the end of this time, the reaction mixture was cooled to room temperature and concentrated by evaporation under reduced pressure, to precipitate crystals, which were collected by filtration, washed with chloroform and dried to give 1623 g of 2,4,5-trifluoro-3-hydroxybenzoic acid [(XXIII), X=X'=F] as a colorless powder, melting at 144°-146° C.

Workup

  1. temperatureAt the end of this time, the reaction mixture was cooled to room temperature
  2. concentrationconcentrated by evaporation under reduced pressure
  3. customto precipitate crystals, which
  4. filtrationwere collected by filtration
  5. washwashed with chloroform
  6. customdried

Sources & evidence

ORD record
ord-6c34191950cf46db8333bf6c8f5762e8
Source dataset
uspto-grants-1991_12
Patent number
US05073556

Reaction notes

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