Hydrochloric Acid → 2-Methylpyridine-3-carboxylic acid--hydrogen chloride (1/1)

HRID 1910828Notes

Reaction equation

HRID 1910828 reaction equation
[CH3:1][C:2]1[N:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[ClH:12]>>[ClH:12].[CH3:1][C:2]1[N:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 7015327Methyl 2-methylnicotinate

Product 1

HCID 27628102-Methylpyridine-3-carboxylic acid--hydrogen chloride (1/1)

Procedure

A solution of methyl 2-methylnicotinate (13.0 g, 86.1 mmol) in conc. HCl (65 mL) was heated to reflux overnight. The mixture was concentration under reduced pressure to give a solid which was washed twice with chloroform and dried to afford 2-methyl-nicotinic acid hydrochloride. The salt was dissolved in a minimum amount of methanol and the pH was adjusted with triethylamine to pH 3-4. The precipitated solid was filtered, washed with acetone and dried under high vacuum to afford 2-methyl-nicotinic acid (10.2 g, 87%) as an off-white-solid.

Workup

  1. temperatureto reflux overnight
  2. concentrationconcentration under reduced pressure
  3. customto give a solid which
  4. washwas washed twice with chloroform
  5. customdried

Sources & evidence

ORD record
ord-aad0ed7cc294465490228d0aebbe2a9a
Source dataset
uspto-grants-2013_12
Patent number
US08604029B2

Reaction notes

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