HCID 67895971, compound → HCID 19874535, compound

HRID 465459Notes

Reaction equation

HRID 465459 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][C:22]3([O:27][CH2:26][CH2:25][O:24]3)[CH3:23])=[CH:17][CH:16]=2)([OH:14])[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[CH2:26]1[CH2:25][O:24][C:22]([CH3:23])([CH2:21][C:18]2[CH:19]=[CH:20][C:15]([C:11]3([OH:14])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[CH:16][CH:17]=2)[O:27]1

Participants

4

Reactant 1

HCID 67895971HCID 67895971, compound

Product 1

HCID 19874535HCID 19874535, compoundYield 86.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-Benzyl-4-[4-(2,2-ethylenedioxypropyl)phenyl]piperidin-4-ol (10.7 g) in methanol, was hydrogenated at room temperature and pressure over 10% palladium on carbon (5.0 g). After filtration through celite and evaporation of the solvent in vacuo, the residue was crystallised from ethanol:ether to give 4-[4-(2,2-ethylenedioxypropyl)phenyl]piperidin-4-ol (7.0 g).

Workup

  1. customwas hydrogenated at room temperature
  2. filtrationAfter filtration
  3. customthrough celite and evaporation of the solvent in vacuo
  4. customthe residue was crystallised from ethanol

Sources & evidence

ORD record
ord-38eb3b646560413190c13b2d1d7df824
Source dataset
uspto-grants-1992_10
Patent number
US05153210

Reaction notes

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