(S)-1-Acetyl-2-methyl-4-benzylpiperazine → (2S)-N-acetyl-2-methylpiperazine

HRID 1596218Notes

Reaction equation

HRID 1596218 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7](CC2C=CC=CC=2)[CH2:6][C@@H:5]1[CH3:17])(=[O:3])[CH3:2]>[OH-].[Pd+2].[OH-]>[C:1]([N:4]1[CH2:9][CH2:8][NH:7][CH2:6][C@@H:5]1[CH3:17])(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 54471759(S)-1-Acetyl-2-methyl-4-benzylpiperazine

Product 1

HCID 54446440(2S)-N-acetyl-2-methylpiperazineYield 38.4%

Reagents, catalysts & solvents 1

HCID 9942167Palladium hydroxideCatalyst

Procedure

(S)-1-Acetyl-2-methyl-4-benzylpiperazine (1.87 g) was hydrogenated over palladium hydroxide (600 mg) at ambient temperature for 3 hours. The catalyst was filtered off and the solvent was evaporated off. The residue was purified by column chromatography eluting with a mixture of methanol and chloroform (1:5) to give 440 mg of (S)-1-acetyl-2-methylpiperazine (440 mg).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated off
  3. customThe residue was purified by column chromatography
  4. washeluting with a mixture of methanol and chloroform (1:5)

Sources & evidence

ORD record
ord-13448b93ab054ec7883aa8d863411e93
Source dataset
uspto-grants-2001_09
Patent number
US06291464B1

Reaction notes

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