3,4,6-Trifluoro-5-hydroxyphthalic acid → HCID 86743043, compound

HRID 1762315Notes

Reaction equation

HRID 1762315 reaction equation
[F:1][C:2]1[C:10]([OH:11])=[C:9]([F:12])[C:8]([F:13])=[C:4]([C:5]([OH:7])=[O:6])[C:3]=1[C:14]([OH:16])=[O:15]>C(OCC)C>[OH2:6].[F:1][C:2]1[C:10]([OH:11])=[C:9]([F:12])[C:8]([F:13])=[C:4]([C:5]([OH:7])=[O:6])[C:3]=1[C:14]([OH:16])=[O:15]

Participants

3

Reactant 1

HCID 101985873,4,6-Trifluoro-5-hydroxyphthalic acid

Product 1

HCID 86743043HCID 86743043, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

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. extractionwas extracted in the organic layer
  2. customthe diethyl ether layers obtained
  3. dry with materialwere dried over anhydrous sodium sulfate
  4. customevaporated to dryness
  5. washwashed with chloroform

Sources & evidence

ORD record
ord-bb36e775433e4d83b46c0e320b3ab68a
Source dataset
uspto-grants-1989_05
Patent number
US04831190

Reaction notes

Loading…