Hydrochloric Acid → 4-Chloro-6-methoxypicolinic acid

HRID 334056Notes

Reaction equation

HRID 334056 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[C:9]([Cl:11])[CH:8]=[C:7]([O:12][CH3:13])[N:6]=1)=[O:4].[OH-].[Na+].Cl>CO>[Cl:11][C:9]1[CH:8]=[C:7]([O:12][CH3:13])[N:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70029245HCID 70029245, compound

Product 1

HCID 155103784-Chloro-6-methoxypicolinic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

630 mg (3.13 mmol) 4-chloro-6-methoxy-pyridine-2-carboxylic acid methyl ester was dissolved in 20 mL MeOH and treated with 2.34 mL 4 M aqueous NaOH solution at RT for 12 h. The reaction mixture was acidified with 4 M aqueous HCl. The solvent was removed by distillation and the residue taken up in water. The precipitate was filtered off, washed with water and dried.

Workup

  1. customThe solvent was removed by distillation
  2. filtrationThe precipitate was filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-672a781b4cbf439899f65a1b9b0645e7
Source dataset
uspto-grants-2014_11
Patent number
US08883789B2

Reaction notes

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