23735-46-8

40590-77-0

23735-46-8

General procedure for the synthesis of 1-(dicyclo[2.2.2]oct-5-en-2-yl)ethanone from 1-(dicyclo[2.2.2]oct-2-en-2-yl)ethanone: 1-(dicyclo[2.2.2]oct-5-en-2-yl)ethanone (1 g, 6.67 mmol) was dissolved in 50 mL of ethyl acetate and 10% palladium/carbon catalyst (57 mg) was added. The reaction mixture was stirred at room temperature using a Parr shaker under 20 psi hydrogen pressure for 5 hours. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad, and the filtrate was concentrated under reduced pressure to afford the colorless oily product 1-(bicyclo[2.2.2]octan-2-yl)ethanone (1 g, 100% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 2.64 (m, 1H), 2.13 (s, 3H), 2.04 (m, 1H), 1.94 (m, 1H), 1.65 (m, 3H), 1.46-1.55 (m, 4H), 1.37-1.43 (m, 3H). No molecular ion peaks (MH+) were detected by mass spectrometry analysis.