Sodium Hydroxide → 4-(Pyridin-2-yloxy)benzoic acid

HRID 347673Notes

Reaction equation

HRID 347673 reaction equation
C([O:3][C:4]([C:6]1[CH:18]=[CH:17][C:9]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=[CH:8][CH:7]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[N:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[O:10][C:9]1[CH:17]=[CH:18][C:6]([C:4]([OH:5])=[O:3])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 17859712Ethyl 4-(pyridin-2-yloxy)benzoate

Product 1

HCID 222620524-(Pyridin-2-yloxy)benzoic acidYield 96.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-(4-Ethoxycarbonylphenoxy)pyridine (2.43 g, 9.99 mmol), 90 mL of ethanol and 50 mL of 1 mol/L aqueous solution of sodium hydroxide were mixed and the mixture was stirred for 3 hours at room temperature. The reaction mixture was concentrated and the residue was brought to pH3 to 4 with dilute hydrochloric acid. The precipitates produced were filtered, washed with water, and then dried to obtain 2.07 g (96%) of the title compound as colorless powder.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customThe precipitates produced
  3. filtrationwere filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-59f8e77dc9ac4f5ab960762adef57e2c
Source dataset
uspto-grants-2007_02
Patent number
US07176204B2

Reaction notes

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