Hydrogen Peroxide → 2,6-Dimethylcyclohexanone

HRID 580688

Reaction equation

HRID 580688 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([CH3:8])[CH:3]1[OH:9].OO.[O-]S([O-])(=O)=O.[Mg+2]>>[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([CH3:8])[C:3]1=[O:9]

Participants

4

Reactant 3

HCID 784Hydrogen PeroxideHCID 214282,6-DimethylcyclohexanolHCID 24083Sulfuric acid magnesium salt (1:1)

Product 1

HCID 177802,6-DimethylcyclohexanoneYield 89%

Procedure

Example 3 was repeated, replacing (-)-menthol by 2,6-dimethylcyclohexanol (6.4 g; 50 mmol), using 5.1 cm3 (60 mmol) of 40% of H2O2, adding 4 g of anhydrous MgSO4 and reducing the reaction time to 30 minutes. 5.61 g (44.5 mmol) of 2,6-dimethyl-cyclohexanone were obtained (GLC purity>99%), which corresponds to a 89% yield.

Workup

  1. customto 30 minutes

Sources & evidence

ORD record
ord-61b6073f6daa49f6b3ca35fa593931de
Source dataset
uspto-grants-1988_06
Patent number
US04754073

Linked notes

Loading…