2,6-Dimethyl-4-pyranone → Tetrahydro-2,6-dimethyl-4H-pyran-4-one

HRID 2299100Notes

Reaction equation

HRID 2299100 reaction equation
[CH3:1][C:2]1[O:3][C:4]([CH3:9])=[CH:5][C:6](=[O:8])[CH:7]=1>CO>[CH3:1][CH:2]1[CH2:7][C:6](=[O:8])[CH2:5][CH:4]([CH3:9])[O:3]1

Participants

3

Reactant 1

HCID 138622,6-Dimethyl-4-pyranone

Product 1

HCID 70626Tetrahydro-2,6-dimethyl-4H-pyran-4-oneYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The 2,6-dimethyl 4-pyrone (2.0 g, 16.1 mmol) was dissolved in methanol (20 mL), degassed with nitrogen, 10% Pd on carbon was added, the reaction was charged to 50 psi hydrogen and shaken for 2 h. The reaction was filtered through Celite® and concentrated to give 2,6-dimethyl tetrahydo-4H-pyran-4-one (2.0 g, 100%) as an oil MS (M+H)+=129.

Workup

  1. customdegassed with nitrogen, 10% Pd on carbon
  2. additionwas added
  3. additionthe reaction was charged to 50 psi hydrogen
  4. filtrationThe reaction was filtered through Celite®
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-23d01699ba0a415da7d5c30a333b81c6
Source dataset
uspto-grants-2002_12
Patent number
US06495565B2

Reaction notes

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