2,6-Dimethyl-4-pyranone → cis-2,6-dimethyloxan-4-one

HRID 386846Notes

Reaction equation

HRID 386846 reaction equation
[CH3:1][C:2]1[O:8][C:7]([CH3:9])=[CH:6][C:4](=[O:5])[CH:3]=1.[H][H]>CO.[Pd]>[CH3:9][C@H:7]1[CH2:6][C:4](=[O:5])[CH2:3][C@@H:2]([CH3:1])[O:8]1

Participants

5

Reactant 2

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

Product 1

HCID 10441716cis-2,6-dimethyloxan-4-oneYield 88%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10 g of 2,6-dimethyl-gamma-pyrone are dissolved in 200 ml of methanol and then 0.8 g of palladium-on-charcoal at 10% is added. The reaction mixture is stirred for 24 hours under 25 atmospheres of hydrogen. The medium is filtered and then the solvent is evaporated off. 8.81 g of cis-2,6-dimethyltetrahydro-pyran-4-one are recovered. Yield=88%.

Workup

  1. filtrationThe medium is filtered
  2. customthe solvent is evaporated off
  3. custom8.81 g of cis-2,6-dimethyltetrahydro-pyran-4-one are recovered

Sources & evidence

ORD record
ord-6f65603ea42e4edab860129fe6f3e19a
Source dataset
uspto-grants-2013_02
Patent number
US08372879B2

Reaction notes

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