HCID 86751618, compound → HCID 21474334, compound

HRID 2294259Notes

Reaction equation

HRID 2294259 reaction equation
[C:1]([O:4][CH2:5][CH2:6][N:7]1[CH:12]=[CH:11][C:10](=[O:13])[C:9]([O:14]CC2C=CC=CC=2)=[C:8]1[CH2:22][CH:23](OC(=O)C)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26]C=1)(=[O:3])[CH3:2]>O1CCCC1.[Pd]>[CH2:22]([C:8]1[N:7]([CH2:6][CH2:5][O:4][C:1](=[O:3])[CH3:2])[CH:12]=[CH:11][C:10](=[O:13])[C:9]=1[OH:14])[C:23]1[CH:24]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 1

HCID 86751618HCID 86751618, compound

Product 1

HCID 21474334HCID 21474334, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2.2 g of acetic acid [1-(2-acetoxy-ethyl)-3-benzyloxy-4-oxo-1,4-dihydropyridin-2-yl-methyl]-phenyl-methyl ester are hydrogenareal in 50 ml of tetrahydrofuran 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 flitrate is concentrated by evaporation using a rotary evaporator. Recrystallisation from tetrahydrofuran yields 2-benzyl-3-hydroxy-1-(2-acetoxy-ethyl)-1H-pyridin-4-one, Colourless crystals, m.p.: 139.7°-140.7° C.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe flitrate is concentrated by evaporation
  3. customa rotary evaporator
  4. customRecrystallisation from tetrahydrofuran

Sources & evidence

ORD record
ord-acaa78e13af94812b88748081ba95b5e
Source dataset
uspto-grants-1997_11
Patent number
US05688815

Reaction notes

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