HCID 86677004, compound → HCID 86677003, compound

Participants

Reaction Steps

Pyridinium chlorochromate (15 g, 0.07 mol) was added to a solution of 2,6-dimethyl-nonadeca-2,18-dien-8-ol (18 g, 0.058 mol, prepared as above in EXAMPLE III) in dichloromethane (100 mL) and stirred at room temperature for 6 hours. Silica gel (˜15 g) was added to the reaction mixture, and the resulting mixture was concentrated via rotary evaporation. The crude concentrated mixture was scrapped away from the flask with a spatula and filtered through a silica gel plug using ethyl acetate (100%). The filtrate was concentrated and chromatographed on silica gel with ethyl acetate in hexanes (2%) as the eluent providing 2,6-dimethyl-nonadeca-2,18-dien-8-one as a colorless oil (15 g).

Provenance & Evidence