Methanol → HCID 11694680, compound

Participants

Reaction Conditions

Reaction Steps

1-Ethyl-1-[2-(trifluoromethyl)-2-propen-1-yl]-1,2,3,4-tetrahydronaphthalene (Intermediate 12) (120 mg, 0.447 mmole) was dissolved in methanol (25 ml) and cooled to −78° C. Ozone was bubbled through the solution for 5 min followed by oxygen for 10 min then nitrogen for 10 min. Dimethyl sulphide (4 ml, 54 mmole) was added and the dry-ice bath was removed to bring the mixture to room temperature. Stirring was continued for 30 min then volatiles were removed in vacuo. The residue was purified on a 10 g silica SPE cartridge eluting with cyclohexane (200 ml), cyclohexane:ethyl acetate 80:20 (100 ml) and ethyl acetate (100 ml) to give the title compound (31 mg, 26%).

Provenance & Evidence