Hydrochloric Acid → 2,3,3,3-Tetrafluoro-2-methoxypropanoic acid

HRID 1591020

Reaction equation

HRID 1591020 reaction equation
[C:1]([C:5]([C:9]([O:11]C)=[O:10])([O:7][CH3:8])[F:6])([F:4])([F:3])[F:2].[OH-].[K+].Cl>O>[CH3:8][O:7][C:5]([F:6])([C:1]([F:2])([F:3])[F:4])[C:9]([OH:11])=[O:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 2775434Methyl 2-methoxytetrafluoropropionate

Product 1

HCID 111058852,3,3,3-Tetrafluoro-2-methoxypropanoic acidYield 80%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of methyl 2-methoxytetrafluoropropionate formed in Example 1 (41.9 g), water (500 ml) and potassium hydroxide (56 g) was refluxed for 3 hours. The reaction mixture was acidified with 100 ml of equal parts hydrochloric acid and water and extracted with three 200 ml portions of ether. The combined ether extracts were dried over sodium sulfate. After evaporation of the ether, fractional distillation gave 2-methoxytetrafluoropropionic acid (31.0 g. 80%), b.p. 67°-68° (12 mm Hg).

Workup

  1. temperaturewas refluxed for 3 hours
  2. extractionextracted with three 200 ml portions of ether
  3. dry with materialThe combined ether extracts were dried over sodium sulfate
  4. customAfter evaporation of the ether, fractional distillation

Sources & evidence

ORD record
ord-f764b3baaae641feacb45823580c77e4
Source dataset
uspto-grants-1993_04
Patent number
US05205914

Linked notes

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