Sodium Hydroxide → 2-(3,5-Difluorophenyl)-2-fluoroacetic acid

HRID 1182387Notes

Reaction equation

HRID 1182387 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:5]=[C:6]([CH:11]([F:16])[C:12]([O:14]C)=[O:13])[CH:7]=[C:8]([F:10])[CH:9]=1>CO>[F:3][C:4]1[CH:5]=[C:6]([CH:11]([F:16])[C:12]([OH:14])=[O:13])[CH:7]=[C:8]([F:10])[CH:9]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22312713Methyl (3,5-difluorophenyl)fluoroacetate

Product 1

HCID 223127192-(3,5-Difluorophenyl)-2-fluoroacetic acidYield 90.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

15 ml of a sodium hydroxide solution (1N) are added to 1.9 g of methyl (3,5-difluorophenyl)-fluoroacetate, obtained in step 2.2, in 60 ml of methanol and the mixture is stirred for 18 hours at room temperature. The medium is concentrated under vacuum, the residue is taken up in ethyl acetate and washed with an aqueous hydrochloric acid solution (0.5 M). The organic phase is dried over anhydrous sodium sulfate and concentrated to give 1.6 g of an orange-colored oil.

Workup

  1. concentrationThe medium is concentrated under vacuum
  2. washwashed with an aqueous hydrochloric acid solution (0.5 M)
  3. dry with materialThe organic phase is dried over anhydrous sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-58ab27ae11ba4d558b5a7284b1cebc73
Source dataset
uspto-grants-2007_10
Patent number
US07288659B2

Reaction notes

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