(S)-1,4-Dibenzyl-2-(3-methoxy-allyl)-piperazine → (2S)-2-(3-Methoxypropyl)piperazine

HRID 131409Notes

Reaction equation

HRID 131409 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11](CC2C=CC=CC=2)[CH2:10][C@@H:9]1[CH2:21][CH:22]=[CH:23][O:24][CH3:25])C1C=CC=CC=1>C(O)C.[OH-].[OH-].[Pd+2]>[CH3:25][O:24][CH2:23][CH2:22][CH2:21][C@H:9]1[CH2:10][NH:11][CH2:12][CH2:13][NH:8]1

Participants

4

Reactant 1

HCID 69210439(S)-1,4-Dibenzyl-2-(3-methoxy-allyl)-piperazine

Product 1

HCID 45099475(2S)-2-(3-Methoxypropyl)piperazine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

Add 20% Pd(OH)2/C (2.15 g) to (S)-1,4-dibenzyl-2-(3-methoxy-allyl)-piperazine (3.382 g, 10.05 mmol) in ethanol (100 mL) and under hydrogen atmosphere at 40° C. over night. Filter to give the title compound: mass spectrum (m/e):159.1 (M+1).

Workup

  1. waitunder hydrogen atmosphere at 40° C. over night
  2. filtrationFilter

Sources & evidence

ORD record
ord-73b794978d3149baabc6f734f140d468
Source dataset
uspto-grants-2008_06
Patent number
US07384934B2

Reaction notes

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