HCID 21474294, compound → HCID 21474381, compound

HRID 2294241Notes

Reaction equation

HRID 2294241 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](O)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)C1C=CC=CC=1>CO.[Pd]>[CH2:19]([C:10]1[N:11]([CH2:16][CH2:17][OH:18])[CH:12]=[CH:13][C:14](=[O:15])[C:9]=1[OH:8])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 1

HCID 21474294HCID 21474294, compound

Product 1

HCID 21474381HCID 21474381, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2.14 g of 3-benzyloxy-1-(2-hydroxy-ethyl)-2-(hydroxy-phenyl-methyl)-1H-pyridin-4-one (Example 1d) are hydrogenated in 200 ml of methanol over 0.5 g of palladium on carbon (5%) under normal pressure and at a temperature of 50° C. until 2 mol of H2 per mol of starting material have been taken up. The catalyst is removed by filtration and the filtrate is concentrated by evaporation using a rotary evaporator. The residue is recrystallised from ethanol, yielding 2-benzyl-3-hydroxy-1-(2-hydroxy-ethyl)-1H-pyridin-4-one in the form of colourless crystals. M.p.: 228°-230° C.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated by evaporation
  3. customa rotary evaporator
  4. customThe residue is recrystallised from ethanol

Sources & evidence

ORD record
ord-20a92a8cf7a644628a52842f3d234dce
Source dataset
uspto-grants-1997_11
Patent number
US05688815

Reaction notes

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