4-Chlorophenol → 7-[1-(4-Chlorophenoxy)ethyl]-[1,2,4]triazolo[1,5-a]pyrimidine

Participants

Reaction Steps

A mixture of (-)-1-(1,2,4-triazolo[1,5-a]pyrimidin-7-yl)ethanol (0.27 g), diethylazodicarboxylate (0.44 g), triphenylphosphine (0.68 g) and 4-chlorophenol (0.22 g) in dry tetrahydrofuran (20 ml) was stood overnight at ambient temperature until the reaction was complete. The solvent was removed under reduced pressure and the residue dissolved in ethyl acetate (100 ml). The solution was washed with 1M sodium hydroxide (40 ml) followed by brine (20 ml), and the solvent was evaporated. The residue was purified by flash chromatography on silica gel using as eluent a mixture of triethylamine and ethyl acetate (in the ratio 1:100 respectively) to give (-)-7-[1-(4-chlorophenoxy)ethyl]-1,2,4-triazolo[1,5-a]pyrimidine. Yield 0.26 g.

Provenance & Evidence