HCID 178447924, compound → HCID 178447958, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 0.8 g of 1-(trans-4-propylcyclohexyl)-3,5-difluoro-4-iodobenzene, 0.379 g of trans-1-ethynyl-4-propylcyclohexane, 0.023 g of tetrakis(triphenylphosphine)palladium(0) and 0.009 g of copper(I) iodide in 20 ml of triethylamine is stirred at 105° C. for 17 hrs. Thereafter, the mixture is cooled, partitioned between ether and water, the combined organic phases are dried over magnesium sulphate, filtered and the filtrate is evaporated on a rotary evaporator. Chromatography on 140 g of silica gel with hexane and three-fold crystallization from methanol, hexane and again methanol gives 0.376 g of 1-(trans-4-propylcyclohexylethynyl)-2,6-difluoro-4-(trans-4-propylcyclohexyl)benzene, m.p. (C/N) 120.2° C., cl.p. (N/I) 171.4° C.

Provenance & Evidence