HCID 21474355, compound → HCID 21474322, compound

HRID 2294248Notes

Reaction equation

HRID 2294248 reaction equation
C([O:8][C:9]1[C:14](=[O:15])[CH:13]=[CH:12][N:11]([CH2:16][CH2:17][OH:18])[C:10]=1[CH:19]([C:21]1[CH:26]=[CH:25][C:24]([O:27]CC2C=CC=CC=2)=[C:23]([O:35][CH3:36])[CH:22]=1)[OH:20])C1C=CC=CC=1>CO.[Pd]>[OH:8][C:9]1[C:14](=[O:15])[CH:13]=[CH:12][N:11]([CH2:16][CH2:17][OH:18])[C:10]=1[CH:19]([OH:20])[C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[C:23]([O:35][CH3:36])[CH:22]=1

Participants

4

Reactant 1

HCID 21474355HCID 21474355, compound

Product 1

HCID 21474322HCID 21474322, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Under normal pressure and at room temperature, 1.1 g of 3-benzyloxy-2-[(4-benzyloxy-3-methoxy-phenyl)-hydroxy-methyl]-1-(2-hydroxy-ethyl)-1H-pyridin-4-one are hydrogenated in 50 ml of methanol over 0.2 g of palladium on carbon (5%) until 2 mol of H2 per mol of starting material have been taken up. Removal of the catalyst and recrystallisation from ethanol yield 3-hydroxy-1-(2-hydroxy-ethyl)-2-[hydroxy-(4-hydroxy-3-methoxy-phenyl)-methyl]-1H-pyridin-4-one. M.p.: 179°-190° C.

Workup

  1. customat room temperature
  2. customRemoval of the catalyst and recrystallisation from ethanol

Sources & evidence

ORD record
ord-1cbd91e938d04b30a2855384dd7d73c7
Source dataset
uspto-grants-1997_11
Patent number
US05688815

Reaction notes

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