Lithium Hydroxide → 5-Methoxyquinoline-3-carboxylic acid

HRID 1011429Notes

Reaction equation

HRID 1011429 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[CH:11]=[C:12]([C:19]([O:21]CC)=[O:20])[CH:13]=[N:14]2)C1C=CC=CC=1.[Li+].[OH-]>C1COCC1.O>[CH3:1][O:8][C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[CH:11]=[C:12]([C:19]([OH:21])=[O:20])[CH:13]=[N:14]2

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 23159744HCID 23159744, compound

Product 1

HCID 231597415-Methoxyquinoline-3-carboxylic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of ethyl 5-methoxyquinoline-3-carboxylate (2.31 g, 10 mmol) prepared in stage B of example 2 and LiOH (0.4 g, 20 mmol) in THF (20 mL) and water (0.5 mL) was refluxed for 2 hours. After cooling, the solvents were evaporated under vacuum. The solid residue was used in the next step without further purification.

Workup

  1. temperatureAfter cooling
  2. customthe solvents were evaporated under vacuum
  3. customThe solid residue was used in the next step without further purification

Sources & evidence

ORD record
ord-28339260fa2744bba8e1de1f258a4b27
Source dataset
uspto-grants-2011_07
Patent number
US07977354B2

Reaction notes

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