Hydrochloric Acid → HCID 15632080, compound

HRID 255594Notes

Reaction equation

HRID 255594 reaction equation
C([O:3][C:4]([C:6]1[C:15](=[O:16])[N:14]2[C:9]([CH:10]=[CH:11][CH:12]=[CH:13]2)=[CH:8][CH:7]=1)=[O:5])C.[OH-].[Na+].O.Cl>CO>[CH:8]1[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[C:15](=[O:16])[N:14]2[C:9]=1[CH:10]=[CH:11][CH:12]=[CH:13]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962Water2×HCID 14798Sodium HydroxideHCID 4615166Ethyl 4-oxo-4H-quinolizine-3-carboxylate

Product 1

HCID 15632080HCID 15632080, compoundYield 92.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-ethoxycarbonyl-4H-quinolizin-4-one (2.17 g) in methanol (65.2 ml) was added dropwise 6 N aqueous sodium hydroxide (6.5 ml) at room temperature. After stirring for 20 minutes, water (10 ml) was added. After stirring for 20 minutes, water (30 ml) was also added. After stirring for an hour, the reaction mixture was acidified to pH 3 with 4N aqueous hydrochloric acid. The precipitate was filtered and washed with water to give 4H-quinolizin-4-one-3-carboxylic acid (1.75 g) as pale yellow crystal. mp 233° C.

Workup

  1. stirringAfter stirring for 20 minutes
  2. stirringAfter stirring for an hour
  3. filtrationThe precipitate was filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-59d0ad6c6533473888cc2987292a06eb
Source dataset
uspto-grants-1987_10
Patent number
US04698349

Reaction notes

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