Acetone → Cyclohexanol

HRID 1421402Notes

Reaction equation

HRID 1421402 reaction equation
[CH2:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:7][C:8]([CH3:10])=[O:9].[H][H].O=O>C(O)(=O)C>[CH:1]1([OH:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:8]1(=[O:9])[CH2:10][CH2:6][CH2:1][CH2:2][CH2:7]1

Participants

7

Reactant 4

HCID 180AcetoneHCID 977OxygenHCID 8078CyclohexaneHCID 178418361HCID 178418361, compound

Product 2

HCID 7966CyclohexanolHCID 7967Cyclohexanone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

After adding FeCl2 ·4H2O (0.5 g), Pd/alumina(Pd content 1%, 1 g) and cyclohexane (5 g) to the mixture of acetone (17 ml) and acetic acid (3 ml), it was stirred in a flow of hydrogen and oxygen gases at the respective rate of 20 ml/min. As the result of reaction for 17 hours at 30° C. under atmospheric pressure, 8.84 mole % of cyclohexanol and 2.13 mole % cyclohexanone with the total yield of 10.97 mole % were obtained.

Sources & evidence

ORD record
ord-0fa48b8492f5400681a33f357ba589a3
Source dataset
uspto-grants-2000_06
Patent number
US06075170

Reaction notes

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