Tert-butyl(4-benzylpiperazin-1-yl)carbamate → tert-Butyl piperazin-1-ylcarbamate

HRID 856033Notes

Reaction equation

HRID 856033 reaction equation
[C:1]([O:5][C:6](=[O:21])[NH:7][N:8]1[CH2:13][CH2:12][N:11](CC2C=CC=CC=2)[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[N:8]1([NH:7][C:6](=[O:21])[O:5][C:1]([CH3:3])([CH3:2])[CH3:4])[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1

Participants

5

Reactant 2

HCID 23081385Tert-butyl(4-benzylpiperazin-1-yl)carbamateHCID 178418361HCID 178418361, compound

Product 1

HCID 21701658tert-Butyl piperazin-1-ylcarbamateYield 99%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

Tert-butyl(4-benzylpiperazin-1-yl)carbamate (42.22 g, 145 mmol) prepared in Reference Example 35 was dissolved in ethanol (300 ml). To which 20% palladium hydroxide/carbon (6.0 g) was added, and the mixture was stirred at room temperature under an atmospheric pressure of hydrogen for 20 minutes, and then at 50° C. for 30 minutes. The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure. Thus obtained solid was washed with IPE, collected by filtration, and dried under reduced pressure to afford tert-butyl piperazin-1-yl-carbamate (28.9 g, yield 99%) as a colorless crystalline powder.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washThus obtained solid was washed with IPE
  4. filtrationcollected by filtration
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-88382c786981466c9830c93761e911bd
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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