4-Chlorophthalic anhydride → 1,3-Isobenzofurandione, 5-fluoro-

HRID 1981382Notes

Reaction equation

Cl[C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[O:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1.[F-:13].[K+]>>[F:13][C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[O:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1

Participants

Reactant 2

HCID 670444-Chlorophthalic anhydride

HCID 522689Potassium Fluoride

Product 1

HCID 675721,3-Isobenzofurandione, 5-fluoro-Yield 52%

Procedure

According to Example 8 of U.S. Pat. No. 2,891,074, heating 4-chlorophthalic anhydride with a large excess of potassium fluoride in an autoclave for 24 hours at 200° C. gives 4-fluorophthalic anhydride in a yield of 52%.

Sources & evidence

ORD record: ord-db83b5e0827e4d4ba162d5dd4f2bbca1
Source dataset: uspto-grants-1985_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04514572

Reaction notes

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