Triphenylphosphine → HCID 23446436, compound

Participants

Reaction Conditions

Reaction Steps

1-(2-Cyclohexyl ethyl)-3-[2-(dimethylamino)ethyl]-1-(2-hydroxyethyl)-urea (Compound 1-1, 0.57 g) and triphenyl phosphine (1.04 g) were dissolved in anhydrous tetrahydrofuran (10 ml) in the nitrogen gas atmosphere and the resulting solution was stirred under cooling with sodium chloride-ice for 30 minutes. Diisopropyl azodicarboxylate (0.78 ml) and a solution of thioacetic acid (0.30 g) in anhydrous tetrahydrofuran (1 ml) were dropwise added to the solution while maintaining the temperature of the solution to a level of not higher than 5° C. After stirring the solution for one hour, saturated sodium hydrogen carbonate aqueous solution was added to the reaction solution and the resulting mixture was extracted with ethyl acetate. The resulting organic phase was washed with saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resulting oily product was purified through the silica gel column chromatography to give the title compound (Compound 6-1, 0.43 g).

Provenance & Evidence