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1-Carbomethoxy-4-benzylpiperazine → Methyl piperazine-1-carboxylate

HRID 542181
Notes
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Reaction equation

HRID 542181 reaction equation
[C:1]([N:5]1[CH2:10][CH2:9][N:8](CC2C=CC=CC=2)[CH2:7][CH2:6]1)([O:3][CH3:4])=[O:2].[H][H]>C(O)C.[Pd]>[C:1]([N:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)([O:3][CH3:4])=[O:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 32977831-Carbomethoxy-4-benzylpiperazineHCID 178418361HCID 178418361, compound

Product 1

HCID 142729Methyl piperazine-1-carboxylateYield 74%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

34.0 g (0.15 mole) of 1-carbomethoxy-4-benzylpiperazine dissolved in 300 ml of ethanol was treated with hydrogen over a palladium catalyst at 40 psi and room-temperature for 24 hours. The catalyst was removed by filtration and the solvent removed under reduced pressure. The residue was distilled, b.p. 70°-75° C. at 1.5 mmHg to give 16.0 g of 1-carbomethoxypiperazine.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent removed under reduced pressure
  3. distillationThe residue was distilled

Sources & evidence

ORD record
ord-15e9a2f423724c79a6999dbee1549894
Source dataset
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04656175

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes