Hydrochloric Acid → 2-[(2,6-Dichloropyridin-3-yl)oxy]propanoic acid

HRID 1995255Notes

Reaction equation

HRID 1995255 reaction equation
C([O:3][C:4](=[O:16])[CH:5]([O:7][C:8]1[C:9]([Cl:15])=[N:10][C:11]([Cl:14])=[CH:12][CH:13]=1)[CH3:6])C.Cl>[OH-].[Na+]>[Cl:15][C:9]1[C:8]([O:7][CH:5]([CH3:6])[C:4]([OH:16])=[O:3])=[CH:13][CH:12]=[C:11]([Cl:14])[N:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12906172Ethyl 2-[(2,6-dichloropyridin-3-yl)oxy]propanoate

Product 1

HCID 129061732-[(2,6-Dichloropyridin-3-yl)oxy]propanoic acidYield 61.8%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

105 g of 2-[(2,6-dichloro-3-pyridyl)oxy]propionic acid ethyl ester was refluxed with 550 ml of 1 N sodium hydroxide solution for 1 hour. The pH value of the solution was brought to 1.5 with concentrated hydrochloric acid and then filtered. Recrystallisation from ethanol/water yielded 58 g of the above acid, m.p. 128°-131°.

Workup

  1. filtrationfiltered
  2. customRecrystallisation from ethanol/water

Sources & evidence

ORD record
ord-70819602756749d0810aa2abea49662a
Source dataset
uspto-grants-1983_09
Patent number
US04404020

Reaction notes

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