Lithium Hydroxide → Quinoxaline-2-carboxylic acid

HRID 1854805Notes

Reaction equation

HRID 1854805 reaction equation
[OH-].[Li+].[N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=[CH:5][C:4]=1[C:13]([O:15]CC)=[O:14]>O.CO>[N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=[CH:5][C:4]=1[C:13]([OH:15])=[O:14]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 5827017065-23-8

Product 1

HCID 96695Quinoxaline-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a stirred solution of lithium hydroxide (20.0 mg, 0.84 mmol) in water (1 mL), ethyl quinoxaline-2-carboxylate (20.0 mg, 0.99 mmol) in methanol (3 mL) was added. The solution was left to stir at room temperature for 2 h. The solution was concentrated in vacuo. This cream solid residue was dissolved in water and made acidic with concentrated hydrochloric acid. The organic material was extracted into ethyl acetate. The organic layers were dried with anhydrous sodium sulphate, filtered, and concentrated in vacuo to yield quinoxaline-2-carboxylic acid as a white solid.

Workup

  1. waitThe solution was left
  2. concentrationThe solution was concentrated in vacuo
  3. dissolutionThis cream solid residue was dissolved in water
  4. extractionThe organic material was extracted into ethyl acetate
  5. dry with materialThe organic layers were dried with anhydrous sodium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-56fb42ae22e54f16b3ec018604d9187a
Source dataset
uspto-grants-2015_02
Patent number
US08962830B2

Reaction notes

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