Ethyl 4-benzyl-1-phenylpiperazine-2-carboxylate → Ethyl 1-phenyl-2-piperazinecarboxylate

HRID 2210792Notes

Reaction equation

HRID 2210792 reaction equation
[C:1]1([N:7]2[CH2:12][CH2:11][N:10](CC3C=CC=CC=3)[CH2:9][CH:8]2[C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Pd].CCO>[C:1]1([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH:8]2[C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 15289259Ethyl 4-benzyl-1-phenylpiperazine-2-carboxylate

Product 1

HCID 15289260Ethyl 1-phenyl-2-piperazinecarboxylateYield 94.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

An EtOH (75 mL) solution of ethyl 1-phenyl-4-(phenylmethyl)-2-piperazinecarboxylate (2.20 g, 6.8 mmol) and 500 mg of 4% Pd/C was subjected to hydrogenolysis in a standard Parr apparatus. The reaction was carried out for 10 hours at 55° C. and under a hydrogen pressure of 5 psi. After the catalyst was removed by filtration and the solvent by stripping under reduced pressure, 1.5 g of ethyl 1-phenyl-2-piperazinecarboxylate was obtained as a clear oil.

Workup

  1. customAfter the catalyst was removed by filtration

Sources & evidence

ORD record
ord-0d03f0b8003d4459ba22e2bfb7a758c2
Source dataset
uspto-grants-1995_10
Patent number
US05461047

Reaction notes

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