Ethanol → HCID 13042077, compound

HRID 543480Notes

Reaction equation

HRID 543480 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][N:15]([C:18](=[O:24])[N:19]([CH2:22][CH3:23])[CH2:20][CH3:21])[CH2:14][CH2:13]2)=[CH:8][CH:7]=1)=[O:5])C.C(O)C.[OH-].[Na+]>O>[C:4]([C:6]1[CH:7]=[CH:8][C:9]([N:12]2[CH2:13][CH2:14][N:15]([C:18](=[O:24])[N:19]([CH2:22][CH3:23])[CH2:20][CH3:21])[CH2:16][CH2:17]2)=[CH:10][CH:11]=1)([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 13313382HCID 13313382, compound

Product 1

HCID 13042077HCID 13042077, compoundYield 49.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 3.3 g (0.01 mole) of 1-(4-ethoxycarbonylphenyl)-4-diethylcarbamoylpiperazine obtained in Example 6 were added 90 ml of ethanol, 10 ml of water and 1.0 g of sodium hydroxide, and the mixture was heated and refluxed under stirring for 3.5 hours. The solvent was removed by distillation under reduced pressure, and 100 ml of water was added to the residue and the insoluble substance was removed. The pH value of the filtrate was adjusted to 3 by 2 N hydrochloric acid. The precipitate was recovered by filtration and dissolved in a dilute aqueous solution of sodium hydroxide, and the pH value was adjusted to 3 again by 2 N hydrochloric acid. The precipitate was recrystallized from methanol to obtain 1.5 g of 1-(4-carboxyphenyl)-4-diethylcarbamoylpiperazine having a melting point of 207° to 209.5° C. The elementary analysis values are as follows.

Workup

  1. temperaturethe mixture was heated
  2. temperaturerefluxed
  3. customThe solvent was removed by distillation under reduced pressure, and 100 ml of water
  4. additionwas added to the residue
  5. customthe insoluble substance was removed
  6. filtrationThe precipitate was recovered by filtration
  7. dissolutiondissolved in a dilute aqueous solution of sodium hydroxide
  8. customThe precipitate was recrystallized from methanol

Sources & evidence

ORD record
ord-9b5c1d6fe3ec4c028ccbde0f905d450e
Source dataset
uspto-grants-1984_05
Patent number
US04446133

Reaction notes

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