Hydrochloric Acid → HCID 24869614, compound

HRID 1814757Notes

Reaction equation

HRID 1814757 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[CH:3]([C:12]([O:14]CC)=[O:13])[CH:2]=1.O.[OH-].[Na+].Cl>O1CCOCC1>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[CH:3]([C:12]([OH:14])=[O:13])[CH:2]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 69181431HCID 69181431, compound

Product 1

HCID 24869614HCID 24869614, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A suspension of ethyl 4-quinolone-3-carboxylate (900 mg) (Maybridge Chemical Co. Ltd) in dioxan (6 ml)/water (6 ml) was treated with 40% NaOH solution (8 ml) and refluxed 6 hours. The solution was cooled, acidified to pH2 with conc. HCl and the solid filtered off and dried under vacuum in the presence of P2O5 to provide the title compound (785 mg). MS (−ve ion chemical ionisation) m/z 188([M−H]−, 100%).

Workup

  1. temperaturerefluxed 6 hours
  2. temperatureThe solution was cooled
  3. filtrationthe solid filtered off
  4. dry with materialdried under vacuum in the presence of P2O5

Sources & evidence

ORD record
ord-1e3ef9a01c414a51afc5e3b1ace4e12e
Source dataset
uspto-grants-2005_04
Patent number
US06878704B2

Reaction notes

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