Acetic Anhydride → 5-(Trifluoromethyl)isobenzofuran-1,3-dione

HRID 328285Notes

Reaction equation

HRID 328285 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([C:12]([OH:14])=[O:13])[C:6](=[CH:10][CH:11]=1)[C:7](O)=[O:8].C(OC(=O)C)(=O)C>>[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]2[C:12](=[O:14])[O:13][C:7](=[O:8])[C:6]2=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 5990394-(Trifluoromethyl)phthalic acid

Product 1

HCID 127177895-(Trifluoromethyl)isobenzofuran-1,3-dioneYield 74.7%

Procedure

4-Trifluoromethyl-phthalic acid (106.6 g.) and acetic anhydride (215 cc.) are heated to the reflux temperature for 30 minutes. After concentration under reduced pressure (30 mm Hg), the residue is stirred with cyclohexane (420 cc.). After filtration and drying, 4-trifluoromethyl-phthalic anhydride (73.5 g.) melting at 54° C is obtained.

Workup

  1. concentrationAfter concentration under reduced pressure (30 mm Hg)
  2. filtrationAfter filtration
  3. customdrying

Sources & evidence

ORD record
ord-6eae555cb5c84c91b3e011b3515d54ee
Source dataset
uspto-grants-1977_04
Patent number
US04016274

Reaction notes

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