Cyclododecane → Cyclododecanone

Participants

Reaction Conditions

Reaction Steps

Cyclododecane (3.32 g; 19.8 mmol), N-hydroxyphthalimide (0.8 mmol), and acetic acid (4 ml) were placed in a flask, t-butyl nitrite (4 mmol) was added to the mixture in four installments of 1 mmol each once every 30 minutes with stirring at 70° C. in an atmosphere of argon gas for a total of 2.5 hours. The reaction mixture was analyzed to find that cyclododecanone oxime, nitrosocyclododecane dimer, nitrocyclododecane, and cyclododecanone were formed in yields of 11%, 60%, 1%, and 1%, respectively.

Provenance & Evidence