1-Benzyl-4-(2-benzyloxyphenyl)-4-piperidinol → 4-(2-Hydroxyphenyl)piperidin-4-ol

HRID 279076Notes

Reaction equation

HRID 279076 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[O:21]CC2C=CC=CC=2)([OH:14])[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.[C+4].[OH-].[Pd+2].[OH-].[OH-].[OH-].[OH-].[OH-]>[OH:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C:11]1([OH:14])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

4

Reactant 1

HCID 118248891-Benzyl-4-(2-benzyloxyphenyl)-4-piperidinol

Product 1

HCID 111062194-(2-Hydroxyphenyl)piperidin-4-olYield 108.3%

Reagents, catalysts & solvents 2

HCID 178420936HCID 178420936, compoundCatalystHCID 887MethanolSolvent

Procedure

In 100 mL of methanol was dissolved 12 g (32 mmol) of 1-benzyl-4-(2-benzyloxyphenyl)-4-piperidinol. To the resulting solution was added 3 g of 20% palladium hydroxide carbon and the resulting mixture was subjected to catalytic reduction at room temperature for 6 hours under 4 atmospheric pressure. After completion of the reaction, the catalyst was filtered off and the filtrate was concentrated under reduced pressure, whereby 6.7 g (yield: 100%) of 4-(2-hydroxyphenyl)-4-piperidinol was obtained.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-18c51b328e9a4df6b9aeb99cbe100b9f
Source dataset
uspto-grants-2002_03
Patent number
US06362203B1

Reaction notes

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