Potassium Hydroxide → 2-(2,2,2-Trifluoroethoxy)benzoic acid

HRID 1973187Notes

Reaction equation

HRID 1973187 reaction equation
[F:1][C:2]([F:16])([F:15])[CH2:3][O:4][C:5]1[CH:14]=[CH:13][CH:12]=[CH:11][C:6]=1[C:7]([O:9]C)=[O:8].[OH-].[K+]>O>[F:1][C:2]([F:15])([F:16])[CH2:3][O:4][C:5]1[CH:14]=[CH:13][CH:12]=[CH:11][C:6]=1[C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 19622905Methyl 2-(2,2,2-trifluoroethoxy)benzoate

Product 1

HCID 115286442-(2,2,2-Trifluoroethoxy)benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Methyl 2-(2,2,2-trifluoroethoxy)benzoate (8 g., 34.2 mmoles) potassium hydroxide (3.3 g., 350 mmoles), water (50 ml.) and alcohol (25 ml.) are heated together under reflux for 1.5 hours, and distilled until ca. 25 ml. of distillate is removed. The cooled residue is acidified (pH 3) and the resulting white solid is collected and recrystallized (aqueous alcohol) to give fluffy white solid, m.p. 85°-86.5° C.

Workup

  1. temperatureunder reflux for 1.5 hours
  2. distillationdistilled until ca. 25 ml
  3. customof distillate is removed
  4. customthe resulting white solid is collected
  5. customrecrystallized (aqueous alcohol)
  6. customto give fluffy white solid, m.p. 85°-86.5° C.

Sources & evidence

ORD record
ord-7a78e4d087714dbd9e54ca28584bf433
Source dataset
uspto-grants-1976_12
Patent number
US03996280

Reaction notes

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