2-Butyn-1-ol → HCID 22599708, compound

Participants

Reaction Steps

In 1.5 ml of tetrahydrofuran was suspended 0.05 g of sodium hydride (60% in oil), to which 0.08 g of 2-butyn-1-ol was added, followed by stirring for 15 minutes. Then, 0.2 ml of a tetrahydrofuran solution containing 0.2 g of 4-chloro-6-(4-fluorobenzyl)pyrimidine was slowly added dropwise, followed by further stirring at room temperature for 2 hours. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution and extracted three times with chloroform. The chloroform layers were combined, washed with water, 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-(4-fluorobenzyl)pyrimidine (the present compound (143)).

Provenance & Evidence