Sodium Hydroxide → HCID 19085848, compound

HRID 483498Notes

Reaction equation

HRID 483498 reaction equation
[OH-].[Na+].C([N:11]1[CH2:16][CH2:15][CH:14]([N:17]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20][C:18]2=[O:19])[CH2:13][CH2:12]1)(=O)C1C=CC=CC=1>C(O)C>[NH:11]1[CH2:16][CH2:15][CH:14]([N:17]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20][C:18]2=[O:19])[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19031064HCID 19031064, compound

Product 1

HCID 19085848HCID 19085848, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethanol (10 ml) and 10% aqueous sodium hydroxide solution (12 ml) are added to 1-(1-benzoyl-4-piperidinyl)carbostyril (1.0 g) and the mixture is refluxed with heating for 7 hours. After concentration, water is added thereto and the mixture is extracted with dichloromethane. The dichloromethane layer is collected by filtration and water is added thereto. The mixture is acidified with diluted hydrochloric acid. The aqueous layer is basified with diluted aqueous sodium hydroxide solution, extracted with dichloromethane and then concentrated to give 1-(4piperidinyl)carbostyril (0.58 g).

Workup

  1. temperaturethe mixture is refluxed
  2. temperaturewith heating for 7 hours
  3. concentrationAfter concentration, water
  4. additionis added
  5. extractionthe mixture is extracted with dichloromethane
  6. filtrationThe dichloromethane layer is collected by filtration and water
  7. additionis added
  8. extractionextracted with dichloromethane
  9. concentrationconcentrated

Sources & evidence

ORD record
ord-eecec043040f450dbe78adcb39474b74
Source dataset
uspto-grants-1993_07
Patent number
US05225402

Reaction notes

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