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

HRID 325208Notes

Reaction equation

HRID 325208 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 tide product.

Workup

  1. extractionextracted into ethyl acetate which
  2. customis dried
  3. customevaporated
  4. customChromatography on silica gel provides the tide product

Sources & evidence

ORD record
ord-9c6d36f63cf448559356d75e7c035cf2
Source dataset
uspto-grants-2001_04
Patent number
US06221865B1

Reaction notes

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