2-Butyn-1-ol → HCID 17979084, compound

Participants

Reaction Steps

In 1.5 ml of tetrahydrofuran was suspended 0.04 g of sodium hydride (60% in oil), to which 0.3 ml of a solution containing 0.07 g of 2-butyn-1-ol was added dropwise at room temperature, followed by stirring for 10 minutes. To this was added dropwise 0.3 ml of a solution containing 0.23 g of 4-chloro-6-(2,2-dichloro-1-methylcyclopropylmethyloxy)pyrimidine in tetrahydrofuran at 0° C., followed by stirring at room temperature for 7 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 column chromatography to give 0.22 g of 4-(2-butynyloxy)-6-(2,2-dichloro-1-methylcyclopropyl)methoxypyrimidine (the present compound (32)).

Provenance & Evidence