Hydrochloric Acid → 3-Hydroxy-6-methoxypicolinic acid

HRID 350658Notes

Reaction equation

HRID 350658 reaction equation
[OH:1][C:2]1[C:3]([C:10]([O:12]C)=[O:11])=[N:4][C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.[OH-].[Na+].Cl>CO>[OH:1][C:2]1[C:3]([C:10]([OH:12])=[O:11])=[N:4][C:5]([O:8][CH3:9])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 17817640Methyl 3-hydroxy-6-methoxypicolinate

Product 1

HCID 177986643-Hydroxy-6-methoxypicolinic acidYield 76%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 3-hydroxy-6-methoxypicolinate (80 mg) was dissolved in 4 ml of methanol. A 1 N aqueous sodium hydroxide solution (2 ml) was added to the solution, and a reaction was allowed to proceed at room temperature for 3 hr. The reaction solution was adjusted to pH 3 by the addition of 1 N hydrochloric acid. The precipitate was collected by filtration to give 56 mg (yield 76%) of the title compound.

Workup

  1. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-3aa52d32650d45ef9ee35da5a67c7020
Source dataset
uspto-grants-2007_02
Patent number
US07183278B1

Reaction notes

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