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

HRID 733265Notes

Reaction equation

HRID 733265 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-dba24d8a2a644929bcb024ae3e0cc8e6
Source dataset
uspto-grants-2009_09
Patent number
US07589117B2

Reaction notes

Loading…