Perfluoro-phthalide → Tetrafluorophthalic anhydride

HRID 259949

Reaction equation

HRID 259949 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-a5447d4cd48543ae8d09bfc0e87669c2
Source dataset
uspto-grants-1996_06
Patent number
US05523476

Linked notes

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