Perfluoro-phthalide → Tetrafluorophthalic anhydride

HRID 265654Notes

Reaction equation

HRID 265654 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>C(O)(=O)C>[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 64.3%

Reagents, catalysts & solvents 1

HCID 176Acetic 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 acetic acid were charged, and the mixture was refluxed for 16 hours with vigorous stirring. Then, the reaction mixture was separated by distillation to obtain 29.3 g of tetrafluorophthalic anhydride. The yield was 64.3%.

Workup

  1. customInto a 200 ml glass reactor equipped with a reflux condenser and a stirrer
  2. temperaturethe mixture was refluxed for 16 hours with vigorous stirring
  3. customThen, the reaction mixture was separated by distillation

Sources & evidence

ORD record
ord-5cd8575b68274f1a8e9c8ce44323d555
Source dataset
uspto-grants-1997_07
Patent number
US05648504

Reaction notes

Loading…