Oxygen → Idramantone

Participants

Reaction Steps

A mixture of 0.1 mol of 2-adamantanone, 10 mmol of N-hydroxyphthalimide, 0.33 mmol of acetylacetonatovanadium V(AA)3, 0.17 mmol of acetylacetonatomanganese Mn(AA)2, and 250 ml of acetic acid was stirred at 80° C. in an oxygen atmosphere (1 atm) for 6 hours. The resulting reaction mixture was concentrated and was then extracted with ethyl acetate. A portion of an organic layer was concentrated and was then cooled for crystallization to yield 5-hydroxy-2-adamantanone (yield: 37%). The conversion rate from 2-adamantanone was 64%.

Provenance & Evidence