Hydrochloric Acid → HCID 707441, compound

HRID 2297530Notes

Reaction equation

HRID 2297530 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11]([CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[O:12])(=O)[CH3:2].Cl>[OH-].[K+]>[CH3:2][C:1]1[C:4]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:10][C:11](=[O:12])[C:13]=1[CH2:14][CH2:15][C:16]([OH:18])=[O:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 183819175-[(2-Acetylphenyl)amino]-5-oxopentanoic acid

Product 1

HCID 707441HCID 707441, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

4-(N-(2-acetylphenyl)carbamoyl)butanoic acid (4.87 g) was dissolved in 2% aqueous potassium hydroxide solution (100 ml), and the resulting solution was heated to reflux overnight. Concentrated hydrochloric acid was added to the reaction solution and the precipitated solids were recrystallized from methanol/chloroform/ethyl acetate to obtain 2.26 g of 3-(4-methyl-2-oxo-3-hydroquinolyl)propanoic acid as colorless crystals. Yield: 50%.

Workup

  1. temperaturethe resulting solution was heated
  2. temperatureto reflux overnight
  3. customthe precipitated solids were recrystallized from methanol/chloroform/ethyl acetate

Sources & evidence

ORD record
ord-a370dbfa530a4a6c9d5ca37245fac52f
Source dataset
uspto-grants-2002_12
Patent number
US06492364B1

Reaction notes

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