[CH2:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(OO)(C)(C)C.[OH:13][N:14]1[C:19]([CH3:21])([CH3:20])[CH2:18][C:17](=[O:22])[CH2:16][C:15]1([CH3:24])[CH3:23]>[Mo](=O)(=O)=O.O>[CH:1]1([O:13][N:14]2[C:19]([CH3:20])([CH3:21])[CH2:18][C:17](=[O:22])[CH2:16][C:15]2([CH3:24])[CH3:23])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
A mixture of cyclohexane (215 ml, 2.0 moles), t-butyl hydroperoxide, 70% aqueous (77.1 g, 0.6 moles), molybdenum trioxide (1.44 g, 0.01 moles) and 1-oxyl-2,2,6,6-tetramethyl-4-piperidone (34 g, 0.2 moles) is charged into a 500 ml flask equipped with a Barrett trap. The mixture is stirred at reflux (80° C.) for two hours until no more water is collected. Then, the mixture is filtered by gravity into a pressure bottle and molybdenum trioxide (1.44 g, 0.01 mole) is added. Subsequently, the mixture is heated under stirring to 105° C. (2.34 bar) and held for 5 hours, until the color changes from deep orange to pale yellow. The mixture is filtered and the clear solution is washed with 10% aqueous sodium sulfite (100 ml) and subsequently with water (2×50 ml). The obtained clear solution is dried over sodium sulfate and then concentrated to give 50 g of the desired material as a clear yellow oil (Mass spectrum: m/e=253)
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