HCID 68181592, compound → 1-Methyl-3-hydroxypyridine-2-one

HRID 1398522

Reaction equation

HRID 1398522 reaction equation
C([O:8][C:9]1[C:10](=[O:16])[N:11]([CH3:15])[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1.[H][H]>[Pd].CO>[OH:8][C:9]1[C:10](=[O:16])[N:11]([CH3:15])[CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 68181592HCID 68181592, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 880261-Methyl-3-hydroxypyridine-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3-(benzyloxy)-1-methyl-1H-pyridin-2-one (23 g, 106.85 mmol) and 10% palladium on carbon (2.3 g) in methanol (250 mL) was stirred under 1 atmosphere of hydrogen for 5 hr at room temperature. The catalyst was removed by filtration. The filtrate was concentrated in vacuo to give the title compound (12 g (90%) as a purple solid: 1H NMR (400 MHz, DMSO) delta 8.96 (s, 1H), 7.15-7.13 (m, 1H), 6.70-6.68 (m, 1H), 6.07 (t, J=7.0 Hz, 1H), 3.47 (s, 3H).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-d3995e6565174daeafa09f81f8fa05c1
Source dataset
uspto-grants-2014_12
Patent number
US08901313B2

Linked notes

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