Potassium tert-butoxide → HCID 178422491, compound

Participants

Reaction Steps

A mixture of potassium tert-butoxide (0.38 g) and methyltriphenyl-phosphonium bromide (1.2 g) in dry toluene (20 ml) was heated at reflux for 0.5 hour. To the mixture was then added 0.55 g of 8a-(1H-imidazol-4-yl)-1,3a,8,8a-tetrahydro-2H-cyclo-penta[a]inden-3-one and the resulting mixture was heated at reflux for 4 hours. After the removal of toluene, the residue was suspended in water and extracted with methylene chloride. The combined organic layers were dried over sodium sulfate and the solvent removed under reduced pressure. The crude product was purified by flash chromatography using methylene chloride/methanol (95:5) as eluent. Recrystallization from ethyl acetate afforded 240 mg of the product, m.p. 167-174° C.

Provenance & Evidence