Lithium hydroxide, monohydrate → HCID 19902857, compound

HRID 2372178Notes

Reaction equation

HRID 2372178 reaction equation
[C:1]([C:4]1[N:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:5]=1[C:6]([O:8]CC)=[O:7])(=[O:3])[CH3:2].O.[OH-].[Li+]>CO.O>[C:1]([C:4]1[N:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:5]=1[C:6]([OH:8])=[O:7])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 19902813HCID 19902813, compound

Product 1

HCID 19902857HCID 19902857, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Ethyl 2-acetyl-6-methoxynicotinate (0.92 g, 4.13 mmol) in 20 ml of methanol is stirred with lithium hydroxide monohydrate (0.18 g, 4.20 mmol) in 3 ml of water. After 1.5 hours, the water and methanol are removed by rotoevaporation The residue is dissolved in chloroform and 3N hydrochloric acid. The aqueous phase is extracted with chloroform and the combined organic extracts are washed with brine and dried and the solvent is removed to give 2-acetyl-6-methoxynicotinic acid.

Workup

  1. customthe water and methanol are removed by rotoevaporation The residue
  2. dissolutionis dissolved in chloroform
  3. extractionThe aqueous phase is extracted with chloroform
  4. washthe combined organic extracts are washed with brine
  5. customdried
  6. customthe solvent is removed

Sources & evidence

ORD record
ord-977b620406f940faafb9eef47e874807
Source dataset
uspto-grants-1992_03
Patent number
US05098462

Reaction notes

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