Sodium Hydroxide → 4-Oxo-2-phenyl-1,4-dihydroquinoline-6-carboxylic acid

HRID 1788572Notes

Reaction equation

HRID 1788572 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[CH:10][C:9]2=[O:22])=[O:5])C.[OH-].[Na+]>C(O)C>[O:22]=[C:9]1[C:8]2[C:13](=[CH:14][CH:15]=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=2)[NH:12][C:11]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:10]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 2728441GNF-Pf-4475

Product 1

HCID 134215954-Oxo-2-phenyl-1,4-dihydroquinoline-6-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

Saponification proceeded with dissolving 26.5 g (0.1 mol) 4-oxo-2-phenyl-1,4-dihydro-quinoline-6-carboxylic acid ethyl ester in ethanol (100 mL), adding 10 eq. of 1N NaOH solution and stirring at 40° C. for 4 hr. The ethanol was evaporated, water was added and acidified, and the precipitate filtered. The white product was dried over P2O5 to give quantitative amounts of 4-oxo-2-phenyl-1,4-dihydro-quinoline-6-carboxylic acid.

Workup

  1. customThe ethanol was evaporated
  2. additionwater was added
  3. filtrationthe precipitate filtered
  4. dry with materialThe white product was dried over P2O5

Sources & evidence

ORD record
ord-5532319ae53f40b48ac9e0eb52596179
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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