Sulfuric Acid → Cyclododecanone

Participants

Reaction Conditions

Reaction Steps

Cyclododecane (3.32 g; 19.8 mmol), t-butyl nitrite (1 mmol), and 4-lauryloxycarbonyl-N-hydroxyphthalimide (0.5 mmol) were placed in a flask and were stirred at 70° C. in an atmosphere of argon gas for 2 hours. The resulting mixture was diluted with ether (2 ml) and was further treated with sulfuric acid having a concentration of 98% by weight (200 mg) with stirring at 70° C. for 15 minutes. The reaction mixture was then neutralized with sodium hydroxide and was analyzed to find that cyclododecanone oxime, nitrocyclododecane, and cyclododecanone were formed in yields of 58%, 5%, and 3%, respectively.

Provenance & Evidence