Hydrochloric Acid → Propanoic acid, 2-(3-pyridinyloxy)- (9CI)

HRID 352208Notes

Reaction equation

HRID 352208 reaction equation
C([O:3][C:4](=[O:14])[CH:5]([O:7][C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1)[CH3:6])C.[OH-].[Li+].Cl>O1CCOCC1.O>[N:10]1[CH:11]=[CH:12][CH:13]=[C:8]([O:7][CH:5]([CH3:6])[C:4]([OH:14])=[O:3])[CH:9]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 21817073HCID 21817073, compound

Product 1

HCID 22668209Propanoic acid, 2-(3-pyridinyloxy)- (9CI)

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2-(pyridin-3-yloxy)-propionic acid ethyl ester, 320 mg (1.6 mmol) in 10 mL of dioxane was added a solution of 190 mg (8.0 mmol) of lithium hydroxide in 10 mL of water. The reaction mixture was stirred for three hours, acidified to pH=1 with 5 N HCl and concentrated to dryness to yield the crude desired product which was carried on without further purification. MS (IS) 168.1 (M+1).

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-576b9db41cb148828ce76dd9d4e6467b
Source dataset
uspto-grants-2004_06
Patent number
US06743794B2

Reaction notes

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