Triphenylphosphine → HCID 70023347, compound

Participants

Reaction Steps

1-(2-Cyclohexylethyl)-1-(2-hydroxyethyl)-3-[2-(1-piperidyl) ethyl]urea (Compound 1-1, 0.94 g) and triphenyl phosphine (1.52 g) were dissolved in anhydrous tetrahydrofuran (14 ml) in the nitrogen gas atmosphere and the resulting solution was stirred for 30 minutes under sodium chloride-ice cooling. There were dropwise added, to the cooled solution, in order, diisopropyl azodicarboxylate (1.14 ml) and a solution of thioacetic acid (0.44 g) in anhydrous tetrahydrofuran (1 ml), while maintaining the temperature of the solution to not higher than 5° C. After stirring the solution for one hour, a saturated aqueous solution of sodium hydrogen carbonate (40 ml) was added to the reaction solution and then the mixture was extracted with ether. The resulting organic phase was washed with saturated aqueous sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting oily product was purified through the silica gel column chromatography to thus give the title compound (Compound 3-1).

Provenance & Evidence