Reaction #9839

Reaction equation

adamantane

hexahydro-1,3,5-trihydroxy-1,3,5-triazine-2,4,6-trione

oxygene

→

2-adamantanon

1-adamantanol

1,3-adamantanediol

Solvents

acetic acid

Conditions

Procedure

A mixture of 1.00 g of adamantane, 0.026 g of hexahydro-1,3,5-trihydroxy-1,3,5-triazine-2,4,6-trione (2% by mole relative to adamantane), 9.0 g of acetic acid and 0.003 g of acetylacetonatovanadium(III) was stirred at 85° C. in an atmosphere of oxygene gas (1 atm=0.1 MPa) for 6 hours. The resulting product in the reaction mixture was analyzed by gas chromatography and was found to yield 2-adamantanon, 1-adamantanol and 1,3-adamantanediol in 3%, 27% and 4% yields, respectively, at 41% conversion of adamantane.

Source