HCID 18423492, compound → HCID 18423421, compound

HRID 1282014Notes

Reaction equation

HRID 1282014 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]([O:18][CH2:19][CH:20]=[CH2:21])([CH3:17])[CH3:16])[CH2:10][CH2:9]1)=O)(C)(C)C>CO.[Pd]>[CH2:19]([O:18][C:15]([CH3:16])([CH3:17])[CH2:14][CH:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[CH2:20][CH3:21]

Participants

4

Reactant 1

HCID 18423492HCID 18423492, compound

Product 1

HCID 18423421HCID 18423421, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 0.09 g (0.3 mmol) of 1-t-butoxycarbonyl-4-(2-allyloxy-2-methyl-1-propyl)piperidine and 0.0058 g of Pd/C (10%) in 2 mL of CH3OH was stirred under H2 (1 atm) for 24 h. The reaction mixture was filtered through a thin pad of Celite and the filtrate was concentrated. The residue was purified by chromatography (silica, hexanes:ether, 6:1) to give 0.06 g of the title compound.

Workup

  1. filtrationThe reaction mixture was filtered through a thin pad of Celite
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by chromatography (silica, hexanes:ether, 6:1)

Sources & evidence

ORD record
ord-9c22368914b74d9380e1d9ee65eb3bc3
Source dataset
uspto-grants-2002_09
Patent number
US06455548B2

Reaction notes

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