Sodium Hydroxide → HCID 13234028, compound

HRID 1632503Notes

Reaction equation

HRID 1632503 reaction equation
C([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][C:11]([CH3:22])=[C:12]([C:17](=[O:21])[CH2:18][CH2:19][CH3:20])[CH:13]=2)[N:8]([CH2:23][CH3:24])[CH:7]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[CH2:23]([N:8]1[C:9]2[C:14](=[CH:13][C:12]([C:17](=[O:21])[CH2:18][CH2:19][CH3:20])=[C:11]([CH3:22])[CH:10]=2)[C:15](=[O:16])[C:6]([C:4]([OH:5])=[O:3])=[CH:7]1)[CH3:24]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13234027HCID 13234027, compound

Product 1

HCID 13234028HCID 13234028, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 g of 1-ethyl-6-butyryl-7-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester are dissolved in 250 ml of ethanol, 30.4 ml of N sodium hydroxide solution are added and the mixture is stirred for 1 hour at room temperature. The ethanol is removed under reduced pressure, and the aqueous phase is extracted with chloroform and acidified with hydrochloric acid. The precipitated crystallisate is filtered with suction. 1-Ethyl-6-butyryl-7-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid having a melting point of 208°-209° is obtained.

Workup

  1. customThe ethanol is removed under reduced pressure
  2. extractionthe aqueous phase is extracted with chloroform
  3. filtrationThe precipitated crystallisate is filtered with suction

Sources & evidence

ORD record
ord-b3e080d1c0134ee89af35b46027bf959
Source dataset
uspto-grants-1984_10
Patent number
US04476132

Reaction notes

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