(S)-1,3-dibenzylpiperazine → (S)-2-Benzylpiperazine

HRID 1063855Notes

Reaction equation

HRID 1063855 reaction equation
C([N:8]1[CH2:13][CH2:12][NH:11][C@@H:10]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[OH-].[Pd+2].[OH-]>[CH2:14]([C@H:10]1[CH2:9][NH:8][CH2:13][CH2:12][NH:11]1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 10825673(S)-1,3-dibenzylpiperazineHCID 178418361HCID 178418361, compound

Product 1

HCID 20760001(S)-2-BenzylpiperazineYield 50%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of 0.32 gm (1.2 mMol) 1-benzyl-3(S)-benzylpiperazine and 0.06 gm 20% palladium(II) hydroxide on carbon in 50 mL methanol was hydrogenated at room temperature over night at an initial hydrogen pressure of 50 p.s.i. The reaction mixture was filtered, the solid washed with methanol, and the filtrate concentrated under reduced pressure to provide 0.10 gm (50%) of the title compound.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washthe solid washed with methanol
  3. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-97e9d4429c4542e6a16c990085c3b422
Source dataset
uspto-grants-2005_11
Patent number
US06967201B1

Reaction notes

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