Piperazine-1,4-dicarboxylic acid propyl ester benzyl ester → Propyl piperazine-1-carboxylate

HRID 1970653Notes

Reaction equation

HRID 1970653 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14](C(OCCC)=O)[CH2:13][CH2:12]1)=[O:10])[C:2]1C=CC=C[CH:3]=1>C(O)C.[Pd]>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)=[O:10])[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 66855266Piperazine-1,4-dicarboxylic acid propyl ester benzyl ester

Product 1

HCID 22393735Propyl piperazine-1-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 19.3 g piperazine-1,4-dicarboxylic acid propyl ester benzyl ester in 200 ml ethanol were added 2.0 g Pd/C (10%) and the suspension stirred under an atmosphere of hydrogen (3 bar) for 3 h. The reaction mixture was filtrated over a plug of Celite, washed with ethanol and concentrated to give the crude product which was used in the subsequent reaction. Yield: 10.5 g.

Workup

  1. filtrationThe reaction mixture was filtrated over a plug of Celite
  2. washwashed with ethanol
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b4199ede3bb740b29c5c8ae8c32ec54b
Source dataset
uspto-grants-2013_04
Patent number
US08426420B2

Reaction notes

Loading…