Dicyclohexylcarbodiimide → HCID 19762061, compound

Participants

Reaction Steps

3.6 g (0.01 mol) of 5-(4-hydroxyphenyl)-2-(4-butyloxyphenyl)pyrimidine, 1.5 g (0.01 mol) of (-)-2-fluoro-2-methylpentanoic acid, 2.1 g (0.01 mol) of N,N'-dicylohexylcarbodiimide (DCC) and 130 mg (1.0×10-3 mol) of 4-dimethylaminopyridine were dissolved in 190 ml of dried methylene chloride, which were stirred under reflux for 6 hours. After the completion of the reaction, the precipitate was removed by filtration and then the filtrate was washed with 1 normal hydrochloric acid and further with water and thereafter dried on anhydrous magnesium sulfate. After the removal of magnesium sulfate by filtration, the filtrate was purified through a column chromatography of silica gel with a developing solvent (toluene: ethyl acetate=10:1 (V/V)) and recrystallized from 30 ml of ethanol to obtain 660 mg (yield: 15%) of a white crystal. The thus obtained compound has the aforementioned physical and chemical properties.

Provenance & Evidence