Sodium Hydroxide → HCID 21533366, compound

HRID 1657450Notes

Reaction equation

HRID 1657450 reaction equation
C([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][C:11]([CH:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)=[C:12]([O:17][CH3:18])[CH:13]=2)[N:8]([CH2:25][CH3:26])[CH:7]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[CH2:25]([N:8]1[C:9]2[C:14](=[CH:13][C:12]([O:17][CH3:18])=[C:11]([CH:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[CH:10]=2)[C:15](=[O:16])[C:6]([C:4]([OH:5])=[O:3])=[CH:7]1)[CH3:26]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54050291HCID 54050291, compound

Product 1

HCID 21533366HCID 21533366, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 18.7 g of 1-ethyl-4-oxo-6-methoxy-7-cyclohexyl-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester described in Example 18, in 150 ml of ethanol and 150 ml of 2 N sodium hydroxide solution is boiled for 5 hours under reflux. The clear solution thereby produced is evaporated to dryness in vacuo. 2 N Hydrochloric acid is added to the residue. The resulting crystals are filtered off and well washed with water. 1-Ethyl-4-oxo-6-methoxy-7-cyclohexyl-1,4-dihydro-quinoline-3-carboxylic acid, thus obtained, melts at 176°-178°C.

Workup

  1. temperatureunder reflux
  2. customThe clear solution thereby produced
  3. customis evaporated to dryness in vacuo
  4. addition2 N Hydrochloric acid is added to the residue
  5. filtrationThe resulting crystals are filtered off
  6. washwell washed with water

Sources & evidence

ORD record
ord-04b23e7764634689b915b87769f59e93
Source dataset
uspto-grants-1976_06
Patent number
US03960868

Reaction notes

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