3-Pyridineacetic acid, hydrochloride (1:1) → 3-Pyridineacetic acid

HRID 1822190Notes

Reaction equation

HRID 1822190 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:3]=1.[OH-].[K+].C(O)C>C(O)C>[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:3]=1

Participants

4

Reactant 2

HCID 27237243-Pyridineacetic acid, hydrochloride (1:1)HCID 21946426Potassium hydroxide ethanol

Product 1

HCID 1083-Pyridineacetic acidYield 102.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 2-(pyridin-3-yl)acetic acid-hydrochloride (13.2 g, 75.6 mmol) in ethanol (100 mL) was added a solution (150 mL) of 0.5 mol potassium hydroxide/ethanol, and the mixture was stirred well, then filtered to remove potassium chloride, concentrated, and dried to give 2-(pyridin-3-yl)acetic acid (10.6 g, quantitative).

Workup

  1. filtrationfiltered
  2. customto remove potassium chloride
  3. concentrationconcentrated
  4. customdried

Sources & evidence

ORD record
ord-f8cdf3a673944154833564b490d46a02
Source dataset
uspto-grants-2009_10
Patent number
US07608716B2

Reaction notes

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