Methanol → Methyl 2-methylisonicotinate

HRID 400444

Reaction equation

HRID 400444 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][N:10]=1)[C:5]([OH:7])=[O:6].[CH3:11]O>Cl>[CH3:11][O:6][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][N:10]=[C:2]([CH3:1])[CH:3]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 27628212-Methylpyridine-4-carboxylic acid

Product 1

HCID 11542811Methyl 2-methylisonicotinate

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

5 g 2-methyl-isonicotinic acid was stirred 24 h at 50° C. in 150 mL 1.3 mol/L HCl in methanol. The solvent was removed and water was added to the residue. The mixture was basified with saturated sodiumhydrogencarbonate solution and extracted with ethylacetate. The organic layer was dried with magnesiumsulfate and evaporated to give 4.5 g of the desired product.

Workup

  1. customThe solvent was removed
  2. additionwater was added to the residue
  3. extractionextracted with ethylacetate
  4. dry with materialThe organic layer was dried with magnesiumsulfate
  5. customevaporated

Sources & evidence

ORD record
ord-2e0df64ed7db4a9abe1c7b7222727b7c
Source dataset
uspto-grants-2014_06
Patent number
US08741892B2

Linked notes

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