Sodium Hydroxide → 5-Methoxy-4'-(trifluoromethyl)biphenyl-2-carboxylic acid

HRID 1267109Notes

Reaction equation

HRID 1267109 reaction equation
C[O:2][C:3]([C:5]1[C:6]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)=[CH:7][C:8]([O:11][CH3:12])=[CH:9][CH:10]=1)=[O:4].[OH-].[Na+]>CCO.O>[CH3:12][O:11][C:8]1[CH:7]=[C:6]([C:13]2[CH:14]=[CH:15][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:17][CH:18]=2)[C:5]([C:3]([OH:4])=[O:2])=[CH:10][CH:9]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 538404895-Methoxy-4'-trifluoromethyl-biphenyl-2-carboxylic Acid Methyl Ester

Product 1

HCID 185454605-Methoxy-4'-(trifluoromethyl)biphenyl-2-carboxylic acidYield 95.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

5-Methoxy-4′-trifluoromethyl-biphenyl-2-carboxylic acid methyl ester (5.6 g) was placed in suspension in EtOH (80 mL) and a solution of NaOH (2.9 g) in water (40 mL) was added. The mixture was stirred under reflux for 2 hours and EtOH was evaporated under reduced pressure. The aqueous layer was then acidified with concentrated HCl and the resulting solid which formed was filtered, washed with water and dried to give the title compound (5.1 g) as white crystals. m.p.: 232-234° C.

Workup

  1. temperatureunder reflux for 2 hours
  2. customEtOH was evaporated under reduced pressure
  3. customthe resulting solid which formed
  4. filtrationwas filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-6383f1bfce8e494a924e99b3ac1d0cb5
Source dataset
uspto-grants-2003_04
Patent number
US06552022B1

Reaction notes

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