1-Benzyl-4-(4-methoxycarbonylphenoxymethyl)piperidin-4-ol → 4-(4-Methoxycarbonylphenoxymethyl)piperidin-4-ol

HRID 967771Notes

Reaction equation

HRID 967771 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([CH2:15][O:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][CH:18]=2)([OH:14])[CH2:10][CH2:9]1)C1C=CC=CC=1>[Pd].CO>[CH3:26][O:25][C:23]([C:20]1[CH:19]=[CH:18][C:17]([O:16][CH2:15][C:11]2([OH:14])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[CH:22][CH:21]=1)=[O:24]

Participants

4

Reactant 1

HCID 222912651-Benzyl-4-(4-methoxycarbonylphenoxymethyl)piperidin-4-ol

Product 1

HCID 222912904-(4-Methoxycarbonylphenoxymethyl)piperidin-4-olYield 100.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% palladium on carbon (2.5 g) was added to a methanol solution (200 mL) of the compound (25 g) obtained in Step 5 and the mixture was stirred at room temperature overnight under hydrogen atmosphere. The catalyst was removed by filtration with Celite™ and the filtrate was condensed under reduced pressure to obtain the titled compound (18.7 g) as crystals.

Workup

  1. customThe catalyst was removed by filtration with Celite™
  2. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-46b4549b179b4f1d83b0af20a2d8a365
Source dataset
uspto-grants-2005_10
Patent number
US06956046B2

Reaction notes

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