Water → 2-(Pyridin-2-YL)benzoic acid

HRID 975899Notes

Reaction equation

HRID 975899 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-d5cf843adcfe4b8d9a36a81f5bc026aa
Source dataset
uspto-grants-1997_03
Patent number
US05610156

Reaction notes

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