Sodium Hydroxide → HCID 21448529, compound

HRID 596854Notes

Reaction equation

HRID 596854 reaction equation
O=C1CNCCN1.[CH2:8]([N:10]([CH2:26][CH3:27])[CH:11]([N:13]1[CH2:18][CH2:17][NH:16][C:15](=O)[CH:14]1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH3:12])[CH3:9].O1CCOCC1.[OH-].[Na+]>O.CCOCC>[CH2:26]([N:10]([CH2:8][CH3:9])[CH:11]([N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH:14]1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH3:12])[CH3:27]

Participants

7

Reactant 4

HCID 14798Sodium Hydroxide2×HCID 312751,4-DioxaneHCID 231360Piperazin-2-one2×HCID 214485351-Diethylamino ethyl-2-phenyl-3-keto piperazine

Product 1

HCID 21448529HCID 21448529, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent

Procedure

89 g. of the keto piperazine prepared as described hereinabove under (a), are dissolved in 200 cc. of absolute dioxane. The solution is added to a suspension of 20 g. of lithium aluminum hydride LiAlH4 in 800 cc. of absolute ether while exposing the mixture to vibration. After addition of the keto piperazine solution is completed, the reaction mixture is boiled under reflux for 6 hours. Thereafter it is decomposed by successive treatment with 21 cc. of 15 % sodium hydroxide solution, 21 cc. of water, 63 cc. of 15 % sodium hydroxide solution, and 42 cc. of water. The decomposed reaction mixture is filtered, the solvent is removed by distillation, and the residue is distilled in a vacuum. 65 g. of a light yellow oil of the boiling point 114°-117° C./0.05 mm. Hg are obtained. This oil corresponds to the above given compound. The yield is 77 % of the theoretical yield.

Workup

  1. dissolutionare dissolved in 200 cc
  2. additionThe solution is added to a suspension of 20 g
  3. temperatureunder reflux for 6 hours
  4. customThe decomposed reaction mixture
  5. filtrationis filtered
  6. customthe solvent is removed by distillation
  7. distillationthe residue is distilled in a vacuum
  8. customof a light yellow oil of the boiling point 114°-117° C./0.05 mm. Hg are obtained

Sources & evidence

ORD record
ord-748f04f311ae4e9d834b456f17142940
Source dataset
uspto-grants-1977_03
Patent number
US04012389

Reaction notes

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