Sodium Hydroxide → 1-Isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylic acid

HRID 1898938Notes

Reaction equation

HRID 1898938 reaction equation
[CH:1]([N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:6]([C:14]([O:16]CC)=[O:15])[C:5]1=[O:19])([CH3:3])[CH3:2].[OH-].[Na+]>C(O)C.O>[CH:1]([N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:6]([C:14]([OH:16])=[O:15])[C:5]1=[O:19])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 15468682Ethyl 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate

Product 1

HCID 109442901-Isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylic acidYield 88.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 1.55 g of ethyl 1-isopropyl-2(1H)-quinolone-3-carboxylate and 0.28 g of sodium hydroxide in a mixture of 10 ml of ethanol and 2 ml of water was stirred overnight at room temperature. After the solvent was distilled off, dil. hydrochloric acid was added to the residue. The precipitated solid was taken by filtration, washed with water and dried to give 1.22 g of 1-isopropyl-2(1H)-quinolone-3-carboxylic acid.

Workup

  1. distillationAfter the solvent was distilled off
  2. additiondil. hydrochloric acid was added to the residue
  3. filtrationThe precipitated solid was taken by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-517c823989d348d195c3c138d15bd565
Source dataset
uspto-grants-1996_11
Patent number
US05571820

Reaction notes

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