Hydrochloric Acid → 6-(Hydroxymethyl)pyridine-3-carboxylic acid

HRID 905649

Reaction equation

HRID 905649 reaction equation
[OH-].[Na+].C[O:4][C:5]([C:7]1[CH:8]=[N:9][C:10]([CH2:13][O:14]C(=O)C)=[CH:11][CH:12]=1)=[O:6].Cl>CO>[OH:14][CH2:13][C:10]1[N:9]=[CH:8][C:7]([C:5]([OH:6])=[O:4])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10353032Methyl 6-(acetoxymethyl)nicotinate

Product 1

HCID 147221306-(Hydroxymethyl)pyridine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under ice cooling, 2 M aqueous sodium hydroxide solution (3.0 mL) was added to a solution of 6-acetoxymethylpyridine-3-carboxylic acid methyl ester (Reference Compound No. 9-1, 0.60 g, 2.9 mmol) in methanol (6.0 mL). The reaction mixture was stirred under ice cooling for 40 minutes and at room temperature for 4 hours. Under ice cooling, 2 M hydrochloric acid (3.1 mL) was added thereto, and then the solvent was evaporated under reduced pressure to give the title reference compound as an orange solid.

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customto give the title reference compound as an orange solid

Sources & evidence

ORD record
ord-a9d9ab3968bc4e2d87db5edab0facf8a
Source dataset
uspto-grants-2011_09
Patent number
US08012972B2

Linked notes

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