Water → Bis(1-cyclooctyloxy-2,2,6,6-tetramethylpiperidin-4-yl)sebacate

Participants

Reaction Conditions

Reaction Steps

A mixture of 75 g (156 mmol) of bis(2,2,6,6-tetramethylpiperidin-4-yl)sebacate, 1.3 g of molybdenum trioxide, and 475 ml of cyclooctane is heated to 118° C. To this mixture is added 130 g (1.01 mol) of 70% aq. t-butyl hydroperoxide during a 5 hour period. The reaction mixture is maintained at reflux during the addition, and water is collected in a Dean-Stark trap. The red reaction mixture is heated for 7 hours after the addition to discharge the red color. Solids are removed by filtration, and the filtrate is evaporated to give a yellow oil. Purification (Waters Prep. 500 A HPLC, 20:1 hexane: ethyl acetate) affords 78.7 g (68%) of the title compound, a colorless syrup.

Provenance & Evidence