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

HRID 66343Notes

Reaction equation

HRID 66343 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-32b5d7c475b04f468a9c379ef539b463
Source dataset
uspto-grants-1978_12
Patent number
US04131674

Reaction notes

Loading…