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1,4-Dibenzyl-2-(methoxymethyl)piperazine → 2-(Methoxymethyl)piperazine

HRID 1092143
Notes
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Reaction equation

HRID 1092143 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11](CC2C=CC=CC=2)[CH2:10][CH:9]1[CH2:21][O:22][CH3:23])C1C=CC=CC=1>C(O)C.[Pd]>[CH3:23][O:22][CH2:21][CH:9]1[CH2:10][NH:11][CH2:12][CH2:13][NH:8]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 197635561,4-Dibenzyl-2-(methoxymethyl)piperazine

Product 1

HCID 142302642-(Methoxymethyl)piperazineYield 84.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1,4-Dibenzyl-2-(methoxymethyl)piperazine (1.578 g, 5.08 mmol) and palladium (10% on carbon, 0.163 g, 1.53 mmol) in ethanol (50.8 ml) were stirred under an atmosphere of hydrogen at room temperature for 3 days. The reaction mixture was filtered through celite, washing with ethanol. The resulting mixture was evaporated to dryness to afford crude product. The crude product was purified by ion exchange chromatography, using a SCX column. The desired product was eluted from the column using 7M NH3/MeOH and fractions were evaporated to dryness to afford 2-(methoxymethyl)piperazine (0.559 g, 84%) as a yellow oil. This was used directly without further purification.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. washwashing with ethanol
  3. customThe resulting mixture was evaporated to dryness
  4. customto afford crude product
  5. customThe crude product was purified by ion exchange chromatography
  6. washThe desired product was eluted from the column
  7. customwere evaporated to dryness

Sources & evidence

ORD record
ord-9e592cf27e3442c7b9030545054724e3
Source dataset
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08129391B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes