Sodium Hydroxide → HCID 66734189, compound

HRID 1929630Notes

Reaction equation

HRID 1929630 reaction equation
C[O:2][C:3](=[O:17])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[C:8]([C:13]([F:16])([F:15])[F:14])[CH:7]=1.[OH-].[Na+]>CO>[F:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3]([OH:17])=[O:2])=[CH:7][C:8]=1[C:13]([F:14])([F:15])[F:16]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66734280HCID 66734280, compound

Product 1

HCID 66734189HCID 66734189, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of (4-fluoro-3-trifluoromethyl-phenoxy)-acetic acid methyl ester (13.300 g; 52.744 mmol) in MeOH (150 ml) was treated with aq. 1N NaOH (79 ml; 1.5 eq.), and the resulting mixture was further stirred at rt for 20 min. MeOH was then removed under reduced pressure, water (150 ml) was added followed by aq. 1N HCl (100 ml). Filtration of the precipitated solid, and drying under HV afforded (4-fluoro-3-trifluoromethyl-phenoxy)-acetic acid as a colorless solid (10.030 g; 80%). LC-MS: tR=0.85 min.; [M+H]+: no ionisation.

Workup

  1. customMeOH was then removed under reduced pressure, water (150 ml)
  2. additionwas added
  3. filtrationFiltration of the precipitated solid
  4. customdrying under HV

Sources & evidence

ORD record
ord-f0b5c1ed796f4f96af2d77f5dd3b08a7
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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