Potassium Hydroxide → 3,4,6-Trifluoro-5-hydroxyphthalic acid

HRID 1762314Notes

Reaction equation

HRID 1762314 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

4

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

  1. waitAfter left
  2. temperatureto cool, to the aqueous reaction solution

Sources & evidence

ORD record
ord-b3a7fed8398b476ab8e495944e542ab7
Source dataset
uspto-grants-1989_05
Patent number
US04831190

Reaction notes

Loading…