3,4,5,6-Tetrafluorophthalic acid → 2,3,4,5-Tetrafluorobenzoic acid

HRID 622253Notes

Reaction equation

HRID 622253 reaction equation
[F:1][C:2]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[C:4](C(O)=O)[C:3]=1[C:14]([OH:16])=[O:15].[OH-].[Ca+2].[OH-]>O>[F:1][C:2]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[CH:4][C:3]=1[C:14]([OH:16])=[O:15]

Participants

4

Reactant 2

HCID 695443,4,5,6-Tetrafluorophthalic acid2×HCID 6093208Calcium Hydroxide

Product 1

HCID 2975492,3,4,5-Tetrafluorobenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Decarboxylation of 3,4,5,6-tetrafluorophthalic acid was carried out by following the procedure of Example 1, except that 238 g of 3,4,5,6-tetrafluorophthalic acid, 11.1 g (0.15 mole) of calcium hydroxide, and 480 g of water were used [pH 1.52 at 30° C. at the time of charging]. This example was found to have produced 2,3,4,5-tetrafluorobenzoic acid in a yield of 86.5 mole %.

Workup

  1. customat 30° C.

Sources & evidence

ORD record
ord-f4452561c35c40a3bf1eca29a46d71da
Source dataset
uspto-grants-1988_09
Patent number
US04769492

Reaction notes

Loading…