Sodium Hydroxide → 4-(2-Pyridyloxy)-2-phenylbenzoic acid

HRID 2121114Notes

Reaction equation

HRID 2121114 reaction equation
C[O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=[CH:6][C:5]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[OH-].[Na+]>CO.O>[N:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:23])=[O:2])=[C:5]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 544471644-(2-Pyridyloxy)-2-phenylbenzoic acid methyl ester

Product 1

HCID 234365054-(2-Pyridyloxy)-2-phenylbenzoic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of the resultant ester from Example 6B (1.0 equivalent) in aqueous methanol is treated with NaOH (2.0 equivalents) and stirred until the reaction is deemed complete by TLC analysis. The mixture is acidified, diluted with water, and extracted into ethyl acetate which is dried and evaporated. Chromatography on silica gel provides the title product.

Workup

  1. extractionextracted into ethyl acetate which
  2. customis dried
  3. customevaporated

Sources & evidence

ORD record
ord-7e9267fc8d3e44b5a82d9a86adf274ce
Source dataset
uspto-grants-2004_02
Patent number
US06693123B2

Reaction notes

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