2,6-Dimethyl-4-pyranone → 2,6-Dimethyloxan-4-ol

HRID 1602153Notes

Reaction equation

HRID 1602153 reaction equation
[CH3:1][C:2]1[O:3][C:4]([CH3:9])=[CH:5][C:6](=[O:8])[CH:7]=1.[H][H]>C(O)C>[CH3:1][CH:2]1[CH2:7][CH:6]([OH:8])[CH2:5][CH:4]([CH3:9])[O:3]1

Participants

4

Reactant 2

HCID 138622,6-Dimethyl-4-pyranoneHCID 178418361HCID 178418361, compound

Product 1

HCID 151823572,6-Dimethyloxan-4-olYield 74%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2,6-Dimethyl-4H-pyran-4-one (5.0 g) in ethanol (40 ml) was hydrogenated under 10% Pd-C (0.5 g) at 10 bar of hydrogen for 2 days. The solution was then evaporated to an oil which was purified by silica-gel MPLC [using a 1:1 mixture of ethyl acetate and hexane as eluant] to give the title product (3.71 g, 74%).

Workup

  1. customThe solution was then evaporated to an oil which
  2. customwas purified by silica-gel MPLC [
  3. additiona 1:1 mixture of ethyl acetate and hexane as eluant]

Sources & evidence

ORD record
ord-b92f8a545e674f2ea87bfd449765292f
Source dataset
uspto-grants-1999_11
Patent number
US05981528

Reaction notes

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