1-(1,1-dimethylethyl)-N-(phenylmethyl)-4-Piperidinamine → 1-tert-Butylpiperidin-4-amine

HRID 1624954Notes

Reaction equation

HRID 1624954 reaction equation
C([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]([CH3:18])([CH3:17])[CH3:16])[CH2:11][CH2:10]1)C1C=CC=CC=1>[Pd].CO>[C:15]([N:12]1[CH2:13][CH2:14][CH:9]([NH2:8])[CH2:10][CH2:11]1)([CH3:18])([CH3:16])[CH3:17]

Participants

4

Reactant 1

HCID 226479391-(1,1-dimethylethyl)-N-(phenylmethyl)-4-Piperidinamine

Product 1

HCID 177504011-tert-Butylpiperidin-4-amineYield 64.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of N-benzyl-1-tert-butylpiperidin-4-amine (1.56 g) and 10% palladium on carbon (2 g) in MeOH (250 ml) was hydrogenated in a Parr shaker at 50 psi for 16 hours. The solution was filtered and the reaction mixture reduced in vacuo, to yield 1-tert-butylpiperidin-4-amine (0.64 g) (LC/MS: Rt 02.31, [M+H]+).

Workup

  1. filtrationThe solution was filtered

Sources & evidence

ORD record
ord-980ec04262e248d394a5d84d6a70388a
Source dataset
uspto-grants-2014_07
Patent number
US08779147B2

Reaction notes

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