1-Benzyl-4-(N-Boc-amino)piperidine → 4-(N-Boc-amino)piperidine

HRID 1928976Notes

Reaction equation

HRID 1928976 reaction equation
[C:1]([O:5][C:6](=[O:21])[NH:7][CH:8]1[CH2:13][CH2:12][N:11](CC2C=CC=CC=2)[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:21])[NH:7][CH:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 44386181-Benzyl-4-(N-Boc-amino)piperidine

Product 1

HCID 7238334-(N-Boc-amino)piperidineYield 76%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of the ester 2 from above (66 g, 227.27 mmol) in 1 l of ethanol is hydrogenated under normal pressure with 10 g of Pd/C (10%) for 16 hours at room temperature. The mixture is filtered over celite and evaporated under reduced pressure. Recrystallisation from ether gave 34.5 g (76%) of white crystals.

Workup

  1. filtrationThe mixture is filtered over celite
  2. customevaporated under reduced pressure
  3. customRecrystallisation from ether

Sources & evidence

ORD record
ord-c14d11a843f54457bd63c8828ee8a14a
Source dataset
uspto-grants-2012_05
Patent number
US08183366B2

Reaction notes

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