Benzyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate → 2-Methyl-1-(piperidin-4-yl)propan-2-ol

HRID 1894942Notes

Reaction equation

HRID 1894942 reaction equation
[OH:1][C:2]([CH3:21])([CH3:20])[CH2:3][CH:4]1[CH2:9][CH2:8][N:7](C(OCC2C=CC=CC=2)=O)[CH2:6][CH2:5]1>CO.[C].[Pd]>[CH3:21][C:2]([OH:1])([CH3:20])[CH2:3][CH:4]1[CH2:5][CH2:6][NH:7][CH2:8][CH2:9]1

Participants

4

Reactant 1

HCID 59529900Benzyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate

Product 1

HCID 184234282-Methyl-1-(piperidin-4-yl)propan-2-olYield 122.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of 8.5 g of benzyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate in 120 mL of methanol was added 500 mg of 10% palladium-carbon, followed by stirring under a hydrogen atmosphere at room temperature for 1 day. Insoluble material was removed by filtration through Celite, and the filtrate was concentrated under reduced pressure to obtain 5.6 g of 2-methyl-1-(piperidin-4-yl)-2-propanol as a white solid.

Workup

  1. customInsoluble material was removed by filtration through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f9f4078cd7ed4b5f894f603b6fda5356
Source dataset
uspto-grants-2013_08
Patent number
US08513422B2

Reaction notes

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