HCID 178492508, compound → HCID 178492509, compound

HRID 2294251Notes

Reaction equation

HRID 2294251 reaction equation
C([O:8][C:9]1[C:10]([CH:16]([C:18]2[CH:23]=[CH:22][C:21]([O:24]CC3C=CC=CC=3)=[C:20]([O:32][CH3:33])[CH:19]=2)[OH:17])=[N:11][CH:12]=[CH:13][C:14]=1[OH:15])C1C=CC=CC=1>CO.[Pd]>[OH:17][CH:16]([C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([O:32][CH3:33])[CH:19]=1)[C:10]1[C:9]([OH:8])=[C:14]([OH:15])[CH:13]=[CH:12][N:11]=1

Participants

4

Reactant 1

HCID 178492508HCID 178492508, compound

Product 1

HCID 178492509HCID 178492509, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.9 g of 3-benzyloxy-2-[(4-benzyloxy-3-methoxy-phenyl)-hydroxy-methyl]-pyridin-4-ol is dissolved in 100 ml of methanol and hydrogenated at room temperature in the presence of 0.18 g of palladium on carbon (5%) until 2 mol of H2 per mol of starting material have been taken up. The catalyst is removed by filtration and the flitrate is concentrated by evaporation. Recrystallisation from methanol yields 2-[hydroxy-(4-hydroxy-3-methoxy-phenyl)-methyl]-pyridine-3,4-diol. Colourless crystals, m.p.: from 210° C. with decomposition.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe flitrate is concentrated by evaporation
  3. customRecrystallisation from methanol

Sources & evidence

ORD record
ord-e5a78e02fa994558b6388068309ba12a
Source dataset
uspto-grants-1997_11
Patent number
US05688815

Reaction notes

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