2,4-Dichlorobenzoic Acid → Tetrafluorophthalic anhydride

HRID 259951

Reaction equation

HRID 259951 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.ClC1C=C(Cl)C=CC=1C(O)=O>C1(C)C(C)=CC=CC=1>[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

5

Reactant 3

HCID 57872,4-Dichlorobenzoic AcidHCID 11032047Perfluoro-phthalideHCID 110756133,4,5,6-tetrafluorobenzene-1,2-dicarbonyl Fluoride

Product 1

HCID 69545Tetrafluorophthalic anhydrideYield 72.05%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Into a 300 ml glass reactor equipped with a reflux condenser and a stirrer, and 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, 59.3 g (0.31 mol) of 2,4-dichlorobenzoic acid and 100 ml of xylene were charged, and the mixture was reacted at 150° C. for 12 hours with vigorous stirring. Then, the reaction mixture was separated by distillation to obtain 32.8 g of tetrafluorophthalic anhydride. The yield was 72.05%.

Workup

  1. customInto a 300 ml glass reactor equipped with a reflux condenser and a stirrer
  2. customthe mixture was reacted at 150° C. for 12 hours with vigorous stirring
  3. customThen, the reaction mixture was separated by distillation

Sources & evidence

ORD record
ord-6fae364948344895bc9ed0136aec92eb
Source dataset
uspto-grants-1996_06
Patent number
US05523476

Linked notes

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