Sodium Hydroxide → (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-methylsulfonylbenzoic acid

HRID 225697Notes

Reaction equation

HRID 225697 reaction equation
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH:7]=[CH:6][C:5]=1[O:14][C@@H:15]([CH3:20])[C:16]([F:19])([F:18])[F:17].[OH-].[Na+]>C(O)C>[CH3:13][S:10]([C:8]1[CH:7]=[CH:6][C:5]([O:14][C@@H:15]([CH3:20])[C:16]([F:17])([F:18])[F:19])=[C:4]([CH:9]=1)[C:3]([OH:21])=[O:2])(=[O:12])=[O:11]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58863349HCID 58863349, compound

Product 1

HCID 58863351(S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-methylsulfonylbenzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To 0.604 mmol 5-methanesulfonyl-2-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid methyl ester in 1.97 ml ethanol was added 1.21 mmol 2 N aq NaOH solution and the reaction mixture was stirred at 80° C. for 0.5 hour. After such time the solvent was removed in vacuo, the residue was taken in water and acidified by addition of 2N HCl to yield after filtration the title compound as a white solid (88%).MS (m/e): 311.0 ([M−H]−, 100%)

Workup

  1. customAfter such time the solvent was removed in vacuo
  2. additionacidified by addition of 2N HCl
  3. customto yield
  4. filtrationafter filtration the title compound as a white solid (88%)

Sources & evidence

ORD record
ord-3befb8d7abb444c0af389fe730750111
Source dataset
uspto-grants-2009_07
Patent number
US07557114B2

Reaction notes

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