Sodium Hydroxide → 2'-(Trifluoromethoxy)[1,1'-biphenyl]-3-carboxylic acid

HRID 2373341Notes

Reaction equation

HRID 2373341 reaction equation
C([O:3][C:4](=[O:22])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][C:18]([F:21])([F:20])[F:19])[CH:6]=1)C.[OH-].[Na+]>CO>[F:19][C:18]([F:20])([F:21])[O:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:7]1[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=1)[C:4]([OH:22])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59654356HCID 59654356, compound

Product 1

HCID 167687772'-(Trifluoromethoxy)[1,1'-biphenyl]-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.3 g (4.19 mmol) of ethyl-3-(2-trifluoromethoxyphenyl)-benzoate and 8.3 mL (8.3 mmol) of a 1N solution of NaOH in 12.5 mL of methanol was stirred 18 h at RT. The reaction mixture was concentrated and the pH was adjusted to pH of 2 with 1 N HCl solution. The mixture was extracted with ethyl acetate (EtOAc) and the organic fraction was dried over MgSO4 and filtered. The filtrate was concentrated to give the title compound as a white solid that was used without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. extractionThe mixture was extracted with ethyl acetate (EtOAc)
  3. dry with materialthe organic fraction was dried over MgSO4
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-2bc4de04c949403d93570e164666a8d8
Source dataset
uspto-grants-2008_12
Patent number
US07459475B2

Reaction notes

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