Methane → 4-(2-Hydroxyethyl)piperidin-4-ol

HRID 2233607Notes

Reaction equation

HRID 2233607 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([CH2:15][CH2:16][OH:17])([OH:14])[CH2:10][CH2:9]1)C1C=CC=CC=1.C>CO.[OH-].[Pd+2].[OH-]>[OH:17][CH2:16][CH2:15][C:11]1([OH:14])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 2

HCID 297MethaneHCID 28029691-Benzyl-4-(2-hydroxyethyl)piperidin-4-ol

Product 1

HCID 219359914-(2-Hydroxyethyl)piperidin-4-olYield 102.7%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of compound 25 (1.32 g, 5.30 mmol) in methanol (10 mL) under argon was added palladium hydroxide (20%) on activated charcoal (132 mg, 10% w/w). The solution was purged three times with hydrogen and stirred under hydrogen atmosphere at 60° C. for 4 hrs. The resulting solution was then filtered on celite plug to give desired compound 26 (790 mg, 94%) which was used as such for the next step.

Workup

  1. customThe solution was purged three times with hydrogen
  2. filtrationThe resulting solution was then filtered on celite plug

Sources & evidence

ORD record
ord-20a3b2871bac4ca9a93cbb31fd645e30
Source dataset
uspto-grants-2010_05
Patent number
US07709516B2

Reaction notes

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