Oxygen → Cyclododecanol

Participants

Reaction Steps

In a flask having an internal volume of 100 ml, 8.4 g (50 mmol) of cyclododecane, 12.6 g of acetic acid, 16.3 mg (0.1 mmol) of N-hydroxyphthalimide, 28.9 mg (0.1 mmol) of bis(acetylacetonato)manganese(II) dihydrate, and 2.0 mg (0.01 mmol) of cobalt(II) acetate tetrahydrate were placed, and an oxygen balloon was attached to the reactor. The liquid temperature was raised on an oil bath and was held at 100° C. The reaction was terminated by cooling 4 hours later. A reaction mixture was diluted with 60 g of acetic acid to thereby dissolve all of solid matters. The resulting solution was analyzed to find that a conversion from cyclododecane was 26.5% and a selectivity for dodecanedioic acid was 21.4%. In addition, cyclododecanone (selectivity: 6.6%) and cyclododecanol (selectivity: 17.6%) were by-produced.

Provenance & Evidence