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

HRID 2083744Notes

Reaction equation

HRID 2083744 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-Trifluoromethylphthalic acid (106.6 g.) and acetic anhydride (215 cc.) are heated at the reflux temperature for 30 minutes. After concentrating the mixture under reduced pressure (30 mm.Hg), the residue is stirred with cyclohexane (420 cc.). After filtration and drying, 4-trifluoromethylphthalic anhydride (73.5 g.), melting at 54° C., is obtained.

Workup

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

Sources & evidence

ORD record
ord-3fd669021df84ef58300e3148b157dd6
Source dataset
uspto-grants-1978_04
Patent number
US04086348

Reaction notes

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