Hydrochloric Acid → 2-(Pyridin-3-yloxy)acetic acid

HRID 352200Notes

Reaction equation

HRID 352200 reaction equation
C([O:3][C:4](=[O:13])[CH2:5][O:6][C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1)C.[OH-].[Li+].Cl>O1CCOCC1.O>[N:9]1[CH:10]=[CH:11][CH:12]=[C:7]([O:6][CH2:5][C:4]([OH:13])=[O:3])[CH:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 4763754Ethyl 2-(pyridin-3-yloxy)acetate

Product 1

HCID 31596302-(Pyridin-3-yloxy)acetic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of the compound from preparation 295, (pyridin-3-yloxy)-acetic acid ethyl ester, 300 mg (1.68 mmol) in 15 mL of dioxane was added a solution of 400 mg (16.8 mmol) of lithium hydroxide in 15 mL of water. The solution was stirred for three hours at rt. then acidified to pH=1.0 with 5 N HCl and concentrated to dryness to give a quantitative yield of the crude desired product. MS (ion spray) 154.1 (M+). Crude product was carried on without further purification.

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-eaee64fadfed47c7af25581de6ac28a1
Source dataset
uspto-grants-2004_06
Patent number
US06743794B2

Reaction notes

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