Sodium hydride → HCID 17979091, compound

Participants

Reaction Steps

In 4 ml of tetrahydrofuran was suspended 0.11 g of sodium hydride (60% in oil), to which 0.5 ml of a solution containing 0.19 g of 1-cyclopropylethanol in tetrahydrofuran was added dropwise at room temperature. After stirring at room temperature for 10 minutes, 0.5 ml of a solution containing 0.3 g of 4,6-dichloropyrimidine in tetrahydrofuran was added dropwise at 0° C., followed by stirring at the same temperature for 4 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 to give a crude product of 4-chloro-6-(1-cyclopropylethoxy)pyrimidine.

Provenance & Evidence