Hydrochloric Acid → HCID 178487721, compound

HRID 1168785Notes

Reaction equation

HRID 1168785 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:14]([O:16]CC)=[O:15].Cl>[OH-].[Na+].O>[OH:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:14]([OH:16])=[O:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178469633HCID 178469633, compound

Product 1

HCID 178487721HCID 178487721, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 23719242Sodium hydroxide--water (1/1/1)Solvent

Procedure

A suspension of ethyl 4-hydroxy-7-methoxyquinoline-3-carboxylate (12.0 g, 48 mmol) in 10% sodium hydroxide/water (200 mL) was heated at reflux for 1.5 hr. The reaction mixture was allowed to cool to ambient temperature and then made acidic (pH 3) by the dropwise addition of concentrated hydrochloric acid. The resulting precipitate was isolated by filtration, washed twice with water and then dried overnight in a vacuum oven at 80° C. to provide 10.4 g of 4-hydroxy-7-methoxyquinoline-3-carboxylic acid.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1.5 hr
  3. customThe resulting precipitate was isolated by filtration
  4. washwashed twice with water
  5. customdried overnight in a vacuum oven at 80° C.

Sources & evidence

ORD record
ord-01ae694e3c1d4ce98eef254aee98b79b
Source dataset
uspto-grants-2003_09
Patent number
US06627638B2

Reaction notes

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