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

HRID 1792951Notes

Reaction equation

HRID 1792951 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>CC(O)=O>[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]2[C:6](=[CH:10][CH:11]=1)[C:7](=[O:8])[O:13][C:12]2=[O:14]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 5990394-(Trifluoromethyl)phthalic acid

Product 1

HCID 127177895-(Trifluoromethyl)isobenzofuran-1,3-dione

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

25.0 g of 4-trifluoromethyl-phthalic acid were dissolved in 50 ml of HOAc and 15.1 ml of acetic anhydride added. The mixture was refluxed for 6 h. The solvent was then removed in vacuo. The residue was treated three times with 50 ml of toluene each followed by the removal of the solvent in vacuo. Yield 23.1 g of a colorless oil (Rf (CH2Cl2)=0.60).

Workup

  1. temperatureThe mixture was refluxed for 6 h
  2. customThe solvent was then removed in vacuo
  3. additionThe residue was treated three times with 50 ml of toluene
  4. customeach followed by the removal of the solvent in vacuo

Sources & evidence

ORD record
ord-23a394f5306546038bf275f24874feae
Source dataset
uspto-grants-2006_07
Patent number
US07078428B2

Reaction notes

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