Hydrochloric Acid → 2-Methyl-2-(pyridin-2-yl)propanoic acid

HRID 252373Notes

Reaction equation

HRID 252373 reaction equation
C[O:2][C:3](=[O:13])[C:4]([CH3:12])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)[CH3:5].[OH-].[Li+].Cl>CO>[CH3:12][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)([CH3:5])[C:3]([OH:13])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58077167HCID 58077167, compound

Product 1

HCID 455981162-Methyl-2-(pyridin-2-yl)propanoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.275 g of 2-methyl-2-pyridin-2-yl-propionic acid methyl ester [CAS 476429-22-8] in 10 ml of methanol at room temperature is admixed with 3.65 ml of 1M aqueous lithium hydroxide solution. After stirring for 12 hours, the reaction mixture is adjusted to pH 6-7 with 1M HCl and concentrated by evaporation. The residue is dissolved in 60 ml of 5:1 ethyl acetate/methanol, dried over sodium sulphate and concentrated by evaporation to provide the crude title compound as a yellow solid which is used without further purification.

Workup

  1. customat room temperature
  2. concentrationconcentrated by evaporation
  3. dissolutionThe residue is dissolved in 60 ml of 5:1 ethyl acetate/methanol
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-6545bd669348454d8359dff7187016e8
Source dataset
uspto-grants-2011_01
Patent number
US07868036B2

Reaction notes

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