Water → 2-(Pyridin-2-YL)benzoic acid

HRID 1735241Notes

Reaction equation

HRID 1735241 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=1[C:9]([O:11]C)=[O:10].[OH-].[Na+].O>CO>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=1[C:9]([OH:11])=[O:10]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 13417093Methyl 2-(2-pyridinyl)benzoate

Product 1

HCID 157331752-(Pyridin-2-YL)benzoic acidYield 89.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3.0 g of methyl 2-(2-pyridinyl)benzoate and 600 mg of sodium hydroxide in 50 ml of 9:1 methanol:water is refluxed for 4 hours. The reaction mixture is concentrated in vacuo and the residue dissolved in 50 ml of cold water. The solution is neutralized with glacial acetic acid and the resulting product filtered, washed with water, and dried to give 2.5 g of the desired product: M+ =200.

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. dissolutionthe residue dissolved in 50 ml of cold water
  3. filtrationthe resulting product filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-2d322376bdd747bb872cba2b2c818999
Source dataset
uspto-grants-1996_07
Patent number
US05536718

Reaction notes

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