Water → 4,5,7-Trifluoro-1,3-isobenzofurandione

HRID 2107831Notes

Reaction equation

HRID 2107831 reaction equation
[F:1][C:2]1[C:10]([F:11])=[CH:9][C:8]([F:12])=[C:4]([C:5]([OH:7])=O)[C:3]=1[C:13]([OH:15])=[O:14].O>CCCCCC>[F:1][C:2]1[C:10]([F:11])=[CH:9][C:8]([F:12])=[C:4]2[C:5]([O:15][C:13](=[O:14])[C:3]=12)=[O:7]

Participants

4

Reactant 2

HCID 962WaterHCID 10130673HCID 10130673, compound

Product 1

HCID 98156044,5,7-Trifluoro-1,3-isobenzofurandione

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A 25 mL round-bottom flask equipped with a Barrett trap and a condenser was charged with 1.00 g of 3,4,6-trifluorophthalic acid and 15 mL of mixed xylenes under a dry nitrogen atmosphere. The reaction mixture was then heated under reflux with azeotropic removal of water for 5 hr. and was then cooled to room temperature. After the addition of 20 mL of hexane the mixture was cooled in an ice bath. The solvent was then removed on a rotary evaporator to afford 3,4,6-trifluorophthalic anhydride.

Workup

  1. customA 25 mL round-bottom flask equipped with a Barrett trap and a condenser
  2. temperatureThe reaction mixture was then heated
  3. temperaturewas cooled in an ice bath
  4. customThe solvent was then removed on a rotary evaporator

Sources & evidence

ORD record
ord-178e24e5432149d0b7f584a060c814d0
Source dataset
uspto-grants-1990_06
Patent number
US04935541

Reaction notes

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