Lithium Hydroxide → Quinaldic Acid

HRID 1854804Notes

Reaction equation

HRID 1854804 reaction equation
[OH-].[Li+].[N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[C:13]([O:15]C)=[O:14]>O.CO>[N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[C:13]([OH:15])=[O:14]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 421738methyl quinoline-2-carboxylate

Product 1

HCID 7124Quinaldic 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), methyl quinoline-2-carboxylate (20.0 mg, 0.11 mmol) in methanol (3 mL) was added. The solution was left to stir at room temperature for 2 h. The solution was then concentrated in vacuo. The yellow solid residue was dissolved in water and made acidic with concentrated hydrochloric acid. The organic material was extracted with ethyl acetate. The organic layers were dried with anhydrous sodium sulphate, filtered, and concentrated in vacuo to yield quinoline-2-carboxylic acid as a white solid.

Workup

  1. waitThe solution was left
  2. concentrationThe solution was then concentrated in vacuo
  3. dissolutionThe yellow solid residue was dissolved in water
  4. extractionThe organic material was extracted with 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-3eb7a72d34414a93be14acdf8931ee1f
Source dataset
uspto-grants-2015_02
Patent number
US08962830B2

Reaction notes

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