1-(4-Benzyl-piperazin-1-yl)-2-hydroxy-4-methyl-pentan-1-one → (R)-2-hydroxy-4-methyl-1-(piperazin-1-yl)pentan-1-one

HRID 2062183Notes

Reaction equation

HRID 2062183 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:21])[CH:15]([OH:20])[CH2:16][CH:17]([CH3:19])[CH3:18])[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[OH:20][C@H:15]([CH2:16][CH:17]([CH3:19])[CH3:18])[C:14]([N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)=[O:21]

Participants

4

Reactant 1

HCID 670984871-(4-Benzyl-piperazin-1-yl)-2-hydroxy-4-methyl-pentan-1-one

Product 1

HCID 59216548(R)-2-hydroxy-4-methyl-1-(piperazin-1-yl)pentan-1-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-(4-benzyl-piperazin-1-yl)-2-hydroxy-4-methyl-pentan-1-one (132 g) in methanol (1 L) was added Pd/C (20 g, 10% weight Pd on carbon). The reaction mixture was stirred at room temperature overnight under an atmosphere of hydrogen. The reaction mixture was filtered through Celite, and the solvent was removed in vacuo. (R)-2-Hydroxy-4-methyl-1-piperazin-1-yl-pentan-1-one was obtained as an oil (68 g, 74%).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-ffa6fa441c4c4736b443fec6ac8deda4
Source dataset
uspto-grants-2012_10
Patent number
US08283354B2

Reaction notes

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