Sodium Hydroxide → 2-(2,4-difluorophenoxy)-2-methylpropanoic acid

HRID 389083Notes

Reaction equation

HRID 389083 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:5]=1[O:6][C:7]([CH3:14])([CH3:13])[C:8]([O:10]CC)=[O:9]>CO>[F:3][C:4]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:5]=1[O:6][C:7]([CH3:14])([CH3:13])[C:8]([OH:10])=[O:9]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 1531792HCID 1531792, compound

Product 1

HCID 15318012-(2,4-difluorophenoxy)-2-methylpropanoic acidYield 98.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An aqueous sodium hydroxide solution (22.4 ml) was added to a solution of ethyl 2-(2,4-difluorophenoxy)-2-methylpropanoate (2.74 g) in methanol (27.4 ml) under ice cooling, followed by stirring at room temperature for 2 hours. The reaction solution was concentrated under reduced pressure, 1M hydrochloric acid was added thereto followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to obtain 2-(2,4-difluorophenoxy)-2-methylpropanoic acid (2.38 g) as a colorless oily product.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure, 1M hydrochloric acid
  2. additionwas added
  3. extractionthereto followed by extraction with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d64fa650d73541fd8fcda35d3e81a274
Source dataset
uspto-grants-2013_02
Patent number
US08377923B2

Reaction notes

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