Water → HCID 18787933, compound

Participants

Reaction Conditions

Reaction Steps

44.95 g of 4-(3-fluoro-4-iodophenyl)cyclohexanone and 55.4 g of propyltriphenylphosphonium bromide were introduced into 250 ml of THF, and the mixture was cooled to -10° C. with stirring and under nitrogen. A solution of 15.8 g of potassium tert-butoxide in 150 ml of THF was then added dropwise at -10° C. with stirring, and the mixture was then stirred at room temperature for a further 2 hours. The yellow suspension was then cooled to 10° C., and 500 ml of water were added. The organic phase was separated off, and the aqueous phase was extracted once with 100 ml of methyl tert-butyl ether. The combined organic extracts were washed once with 100 ml of water, dried using sodium sulfate, filtered and evaporated to a residue. The residue was then purified by means of a silica-gel frit, and the eluate was evaporated to a residue, giving 4-(4-propylidenecyclohexyl)-2-fluoro-1-iodobenzene.

Provenance & Evidence