Perfluoro-phthalide → Tetrafluorophthalic anhydride

HRID 265655Notes

Reaction equation

HRID 265655 reaction equation
[F:1][C:2]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[C:4]([C:5](F)=[O:6])[C:3]=1[C:14](F)=[O:15].FC1(F)C2C(=C(F)C(F)=C(F)C=2F)C(=O)[O:19]1>FC(F)(F)C(O)=O>[F:1][C:2]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[C:4]2[C:5](=[O:19])[O:6][C:14](=[O:15])[C:3]=12

Participants

4

Reactant 2

HCID 11032047Perfluoro-phthalideHCID 110756133,4,5,6-tetrafluorobenzene-1,2-dicarbonyl Fluoride

Product 1

HCID 69545Tetrafluorophthalic anhydrideYield 65%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Into a 200 ml glass reactor equipped with a reflux condenser and a stirrer, 50 g (0.207 mol) of the mixture (1:1) of the 3,4,5,6-tetrafluorophthaloyldifluoride and the 3,3,4,5,6,7-hexafluoro-1-[3H]-isobenzofuranone of Example 2, and 50 ml of trifluoroacetic acid were charged, and the mixture was refluxed for 72 hours with vigorous stirring. Then, the reaction mixture was separated by distillation to obtain 29.6 g of tetrafluorophthalic anhydride. The yield was 65%.

Workup

  1. customInto a 200 ml glass reactor equipped with a reflux condenser and a stirrer
  2. temperaturethe mixture was refluxed for 72 hours with vigorous stirring
  3. customThen, the reaction mixture was separated by distillation

Sources & evidence

ORD record
ord-e571f9312cfe4a07b7dce605af9acb16
Source dataset
uspto-grants-1997_07
Patent number
US05648504

Reaction notes

Loading…