Chloride → HCID 54308991, compound

Participants

Reaction Steps

50.00 Grams of methoxymethyltriphenylphosphnium chloride was suspended in 400 ml of dioxane and 16.37 g of t-BuOK was added thereto under ice-cooling and nitrogen atmosphere, followed by stirring at room temperature for 2 hours. To this dark red solution was added 6.72 g of 8-methoxy-5-methyl-1,2,3,4,4a,9a-hexahydro-9-fluorenone, followed by further stirring at room temperature for 2 hours. Then, the reaction mixture was refluxed for 3 hours and left to stand for cooling. Thereafter, 400 ml of water was added and extraction was effected with diethyl ether. The organic layer was dried with magnesium sulfate, filtered and concentrated. The residue was purified by a silica gel column chromatography (eluent:n-hexane) to obtain 4.54 g of 8-methoxy-9-methoxymethylene-5-methyl-1,2,3,4,4a,9a-hexahydrofluorene which was a yellow oily substance.

Provenance & Evidence