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

HRID 1290897

Reaction equation

HRID 1290897 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 17.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 1.55 g of ethyl 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate and 0.28 g of sodium hydroxide in 10 ml of ethanol and 2 ml of water was stirred overnight at room temperature. The solvent was distilled off and dil. hydrochloric acid was added to the residue. The precipitated solid was filtered, washed with water and dried to give 0.24 g of 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylic acid.

Workup

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

Sources & evidence

ORD record
ord-fa87404ba9ff4efb811ae747441d3c4e
Source dataset
uspto-grants-1998_05
Patent number
US05753673

Linked notes

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