Hydrochloric Acid → 2-Benzhydrylpiperazine dihydrochloride

HRID 1006317Notes

Reaction equation

HRID 1006317 reaction equation
[ClH:1].Cl.C([N:10]1[CH2:15][C:14](=O)[N:13](CC2C=CC=CC=2)[CH:12]([CH:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:11]1=O)C1C=CC=CC=1.Cl>CO.C(OCC)(=O)C.[C].[Pd]>[ClH:1].[ClH:1].[CH:24]([CH:12]1[CH2:11][NH:10][CH2:15][CH2:14][NH:13]1)([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 226745291,4-Dibenzyl-3-benzhydryl-2,5-piperazinedione dihydrochloride

Product 1

HCID 226747432-Benzhydrylpiperazine dihydrochlorideYield 205%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 1,4-dibenzyl-3-benzhydryl-2,5-piperazinedione dihydrochloride (840 mg) in methanol (10 ml) was hydrogenated over 10% palladium-carbon (50% wet, 84 mg) at room temperature under atmospheric pressure for 5 hours. After removal of the catalyst by filtration, the filtrate was evaporated under reduced pressure to give an oil, which was treated with 4N hydrogen chloride in ethyl acetate solution to give 2-benzhydrylpiperazine dihydrochloride (525 mg) as a colorless powder.

Workup

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. customthe filtrate was evaporated under reduced pressure
  4. customto give an oil, which

Sources & evidence

ORD record
ord-1e6b51b7810d4c96aff4fd17828bed31
Source dataset
uspto-grants-2004_09
Patent number
US06787543B2

Reaction notes

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