Benzyl 3-(tert-butoxycarbonylamino)piperidine-1-carboxylate → 3-(Boc-amino)piperidine

HRID 2112889Notes

Reaction equation

HRID 2112889 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH2:14][CH:13]([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:12]1)=O)C1C=CC=CC=1>[Pd].C(O)C>[C:21]([O:20][C:18](=[O:19])[NH:17][CH:13]1[CH2:14][CH2:15][CH2:16][NH:11][CH2:12]1)([CH3:24])([CH3:22])[CH3:23]

Participants

4

Reactant 1

HCID 22258937Benzyl 3-(tert-butoxycarbonylamino)piperidine-1-carboxylate

Product 1

HCID 42330413-(Boc-amino)piperidineYield 100.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 3-t-butoxycarbonylaminopiperidine-1-carboxylic acid benzyl ester (10 g), 10% palladium on carbon (500 mg), and ethanol (100 mL) was stirred under hydrogen atmosphere at room temperature overnight. The catalyst was removed by filtration, and the filtrate was concentrated to dryness to give the title compound (6.0 g).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-fa31e8080d0c486e97336967231cc6c7
Source dataset
uspto-grants-2009_04
Patent number
US07524847B2

Reaction notes

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