Sodium hydride → 4-Chloro-6-(2,2-dichloropropyloxy)pyrimidine

Participants

Reaction Steps

First, 0.23 g of 4,6-dichloropyrimidine and 0.2 g of 2,2-dichloro-1-propanol were dissolved in 2 ml of tetrahydrofuran, to which 0.07 g of sodium hydride (60% in oil) was added at 0° C., followed by stirring at the same temperature for 2 hours. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution, which was extracted three times with t-butyl methyl ether. The combined organic layers were washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel chromatography to give 0.18 g of 4-chloro-6-(2,2-dichloropropyloxy)pyrimidine.

Provenance & Evidence