Carbon Dioxide → 1,2-Epoxycyclooctane
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ON1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=O.[CH:9]1[CH2:16]CCCC[CH2:11][CH:10]=1.C(=O)=O.O=O>C(O)(=O)C.O.O.O.O.C([O-])(=O)C.[Co+2].C([O-])(=O)C>[CH:11]12[O:7][CH:6]1[CH2:5][CH2:4][CH2:3][CH2:16][CH2:9][CH2:10]2ON1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=O.[CH:9]1[CH2:16]CCCC[CH2:11][CH:10]=1.C(=O)=O.O=O>C(O)(=O)C.O.O.O.O.C([O-])(=O)C.[Co+2].C([O-])(=O)C>[CH:11]12[O:7][CH:6]1[CH2:5][CH2:4][CH2:3][CH2:16][CH2:9][CH2:10]2This reaction was performed with a solution of 0.1191 g (1.03 mmol) of N-hydroxysuccinimide, 2.0868 g (18.9 mmol) of cyclooctene and 0.1330 g (0.53 mmol) of cobalt acetate tetrahydrate in 40 ml of acetic acid was heated to 40° C. in a Parr Hastelloy reactor with temperature and pressure transducer. After the temperature reached 40° C., 745 psi of CO2 was introduced into the reactor, then 120 psi of O2 was added slowly to the reactor. The mixture was stirred under pressure for six hours at 40° C., then the pressure was released, and the mixture was cooled to room temperature. The mixture solution was extracted with ethyl acetate then washed with a saturated NaCl solution in water and, dried over Na2SO4 to give cyclooctene oxide, the only product 5% with 5% conversion analyzed by GC-MS.
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