Potassium Hydroxide → 3,4,6-Trifluoro-5-hydroxyphthalic acid
Reaction equation
[OH-].[K+].[F:3][C:4]1[C:12](F)=[C:11]([F:14])[C:10]([F:15])=[C:6]([C:7]([OH:9])=[O:8])[C:5]=1[C:16]([OH:18])=[O:17].[OH:19][ClH](O)(=O)=O>O>[F:3][C:4]1[C:12]([OH:19])=[C:11]([F:14])[C:10]([F:15])=[C:6]([C:7]([OH:9])=[O:8])[C:5]=1[C:16]([OH:18])=[O:17]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
An amount of 2 g (30.7 mmole) of 86% potassium hydroxide was dissolved in 10 ml of water and heated to 90° C. To this solution, under stirring, was added gradually 1.0 g (4.20 mmole) of 3,4,5,6-tetrafluorophthalic acid, and the reaction was carried out at 90° C. for 9 hours. After left to cool, to the aqueous reaction solution was added concentrated hydroxychloric acid to adjust pH to 2 to give 3,5,6-trifluoro-4-hydroxyphthalic acid. To this was added 15 ml of diethyl ether, and 3,5,6-trifluoro-4-hydroxyphthalic acid was extracted in the organic layer. This extraction operation was repeated for 5 times, and the diethyl ether layers obtained were dried over anhydrous sodium sulfate, then evaporated to dryness and washed with chloroform to give 1.05 g of 3,5,6-trifluoro-4-hydroxyphthalic acid monohydrate.
Workup
- waitAfter left
- temperatureto cool, to the aqueous reaction solution
Sources & evidence
- ORD record
- ord-b3a7fed8398b476ab8e495944e542ab7
- Source dataset
- uspto-grants-1989_05
- Patent number
- US04831190
Reaction notes
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