Sodium Hydroxide → 4-Pyridin-3-yl-benzoic acid

HRID 278553Notes

Reaction equation

HRID 278553 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:17]=[CH:16][C:10]([C:11]([O:13]CC)=[O:12])=[CH:9][CH:8]=2)[CH:2]=1.[OH-].[Na+]>C(O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:17]=[CH:16][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22627958Ethyl 4-(pyridin-3-yl)benzoate

Product 1

HCID 15152444-Pyridin-3-yl-benzoic acidYield 79.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the obtained ethyl 4-(3-pyridyl)benzoate (2.14 g) in ethanol (20 ml) was added 1 N sodium hydroxide solution (15 ml), and the solution was stirred at room temperature for 2 hours. The reaction solution was concentrated and the residue was dissolved in water, to which was added 1 N hydrochloric acid (15 ml). The precipitate was filtered, washed with water and dried to give the title compound (1.488 g).

Workup

  1. concentrationThe reaction solution was concentrated
  2. dissolutionthe residue was dissolved in water, to which
  3. additionwas added 1 N hydrochloric acid (15 ml)
  4. filtrationThe precipitate was filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-ca25f3d41bc9414191a53700b8a71c38
Source dataset
uspto-grants-2002_03
Patent number
US06359134B1

Reaction notes

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