1-Benzyl-4-(hydroxymethyl)piperidin-4-ol → 4-(Hydroxymethyl)piperidin-4-ol

HRID 642812Notes

Reaction equation

HRID 642812 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([CH2:15][OH:16])([OH:14])[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[OH:16][CH2:15][C:11]1([OH:14])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 2

HCID 140253361-Benzyl-4-(hydroxymethyl)piperidin-4-olHCID 178418361HCID 178418361, compound2×

Product 1

HCID 227444734-(Hydroxymethyl)piperidin-4-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 26.0 g (117 mmol) 1-benzyl-4-hydroxymethyl-piperidin-4-ol and 5.0 g 10% Pd/C in 500 mL MeOH was hydrogenated at 50° C. and 3 bar hydrogen pressure until the theoretical hydrogen uptake had occurred (4 h). The catalyst was filtered off and washed with MeOH. After the solvent had been eliminated the residue was reacted further without purification.

Workup

  1. customwas hydrogenated at 50° C.
  2. custom(4 h)
  3. filtrationThe catalyst was filtered off
  4. washwashed with MeOH
  5. customwas reacted further without purification

Sources & evidence

ORD record
ord-296e78c1935344c180208533e9baa118
Source dataset
uspto-grants-2010_04
Patent number
US07696195B2

Reaction notes

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