4-Benzyloxy-1-butyl-1H-pyridin-2-one → 1-butyl-4-hydroxy-1H-pyridine-2-one

HRID 2276313Notes

Reaction equation

HRID 2276313 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][N:12]([CH2:15][CH2:16][CH2:17][CH3:18])[C:11](=[O:19])[CH:10]=1)C1C=CC=CC=1>[Pd].C(O)C>[CH2:15]([N:12]1[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][C:11]1=[O:19])[CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 1

HCID 594970724-Benzyloxy-1-butyl-1H-pyridin-2-one

Product 1

HCID 594970761-butyl-4-hydroxy-1H-pyridine-2-oneYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of intermediate D4 (2.01 g, 7.83 mmol) and a catalytic amount of 10% palladium on activated carbon in ethanol (300 ml) was stirred under a hydrogen atmosphere for two hours. The mixture was filtered through diatomaceous earth and the solvent was evaporated in vacuo to yield intermediate D5 (1.3 g, 100%) that was used without further purification.

Workup

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-7298a07dac9f42d5babe32b41fb158be
Source dataset
uspto-grants-2015_09
Patent number
US09132122B2

Reaction notes

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