Hydrochloric Acid → 6-Methoxynicotinic acid

HRID 352183

Reaction equation

HRID 352183 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9]C)=[O:8])=[CH:5][N:4]=1.[OH-].[Na+].Cl>O1CCCC1.O>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([OH:9])=[O:8])=[CH:5][N:4]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 586039Methyl 6-methoxypyridine-3-carboxylate

Product 1

HCID 5924996-Methoxynicotinic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 6-methoxynicotinate (Avacado), 0.1 g (0.6 mmol) in 5 mL of tetrahydrofuran was added a solution of 1.2 mL of 5 N sodium hydroxide in 5 mL of water. The mixture was stirred for four hours at ambient temperature, acidified to pH=3 with 5 N HCl and concentrated to dryness to yield the crude desired compound. MS (ion spray) 154.0 (M+1). The crude product was carried on without further purification.

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-9f28322d6c1d447fbb9ca886f5a788b2
Source dataset
uspto-grants-2004_06
Patent number
US06743794B2

Linked notes

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