Water → HCID 17979078, compound

Participants

Reaction Steps

In 3 ml of chloroform was dissolved 0.5 g of 4-(2-pentynyloxy)-6-(2-hydroxy-1,2-dimethylpropyloxy)pyrimidine, to which 0.18 g of pyridine was added and 0.27 g of thionyl chloride was added dropwise at −13° C., followed by stirring for 1.5 hours. The reaction mixture was then poured into water, which was extracted three times with chloroform. The combined organic layers were washed with a saturated aqueous sodium hydrogencarbonate solution, a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.3 g of 4-(2-pentynyloxy)-6-(1,2-dimethyl-2-propenyloxy)pyrimidine.

Provenance & Evidence