Sodium Hydroxide → HCID 57586799, compound

HRID 2266404Notes

Reaction equation

HRID 2266404 reaction equation
FC(F)(F)C[O:4][C:5](=[O:22])[C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:7]=1[O:16][CH2:17][C:18]([F:21])([F:20])[F:19].[OH-].[Na+]>C(O)C.O>[F:19][C:18]([F:20])([F:21])[CH2:17][O:16][C:7]1[CH:8]=[C:9]([C:12]([F:15])([F:13])[F:14])[CH:10]=[CH:11][C:6]=1[C:5]([OH:22])=[O:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 57586822HCID 57586822, compound

Product 1

HCID 57586799HCID 57586799, compoundYield 71.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1.48 g 2-(2,2,2-Trifluoro-ethoxy)-4-trifluoromethyl-benzoic acid 2,2,2-trifluoro-ethyl ester were dissolved in 10 ml ethanol. 0.34 g sodium hydroxide dissolved in 10 ml water were added and the reaction mixture stirred under reflux overnight. Then the ethanol was removed in vacuo. The residue was diluted by the addition of 30 ml water. Then concentrated hydrochloride acid was added to acidify the solution. Thereby 2-(2,2,2-Trifluoro-ethoxy)-4-trifluoromethyl-benzoic acid precipitated as white solid. The solid was collected by filtration dissolved in 50 ml ethyl acetate and dried over MgSO4. The solvent was removed in vacuo to obtain 826 mg 2-(2,2,2-Trifluoro-ethoxy)-4-trifluoromethyl-benzoic acid as a white solid.

Workup

  1. additionwere added
  2. temperatureunder reflux overnight
  3. customThen the ethanol was removed in vacuo
  4. additionThe residue was diluted by the addition of 30 ml water
  5. additionThen concentrated hydrochloride acid was added
  6. customThereby 2-(2,2,2-Trifluoro-ethoxy)-4-trifluoromethyl-benzoic acid precipitated as white solid
  7. filtrationThe solid was collected by filtration
  8. dissolutiondissolved in 50 ml ethyl acetate
  9. dry with materialdried over MgSO4
  10. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-9d85e2121cad4e7ca1e85e8fff79e7c7
Source dataset
uspto-grants-2010_12
Patent number
US07858647B2

Reaction notes

Loading…