Hydrochloric Acid → HCID 18985350, compound

HRID 2226482Notes

Reaction equation

HRID 2226482 reaction equation
[OH-].[Na+].[F:3][C:4]1[C:14]([O:15][C:16]([F:19])([F:18])[F:17])=[C:13]([F:20])[C:12]([F:21])=[CH:11][C:5]=1[C:6]([O:8]CC)=[O:7].Cl>C(O)C>[F:3][C:4]1[C:14]([O:15][C:16]([F:17])([F:18])[F:19])=[C:13]([F:20])[C:12]([F:21])=[CH:11][C:5]=1[C:6]([OH:8])=[O:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18985348HCID 18985348, compound

Product 1

HCID 18985350HCID 18985350, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

19.3 ml (0.0193 moles) of a 1N aqueous solution of sodium hydroxide were added to a solution of 5.05 g (0.0175 moles) of ethyl 2,4,5-trifluoro-3-trifluoromethoxybenzoate [(XXVIII), X=X'=F, R16 =C2H5O] [prepared as described in step (b) above] in 100 ml of ethanol, and the mixture was allowed to stand at room temperature for 2 hours. At the end of this time, 19.3 ml of 1N aqueous hydrochloric acid were added, and then the reaction mixture was concentrated by evaporation under reduced pressure. The residue was then extracted with ethyl acetate. The extract was washed with water, dried over anhydrous sodium sulfate, and evaporated to dryness under reduced pressure, to give 3.98 g of 2,4,5-trifluoro-3-trifluoromethoxybenzoic acid as a colorless powder.

Workup

  1. concentrationthe reaction mixture was concentrated by evaporation under reduced pressure
  2. extractionThe residue was then extracted with ethyl acetate
  3. washThe extract was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-d6d401b968ff486c81b7d65b8693598c
Source dataset
uspto-grants-1994_09
Patent number
US05348961

Reaction notes

Loading…