Diethyl Ether → HCID 67692355, compound

Participants

Reaction Steps

To a suspension of 0.29 g (7.3 mmol) of 60% oily sodium hydride in 10 ml of anhydrous dimethylformamide was added dropwise a solution of 1.2 g (6.2 mmol) of 3-(2-pyridyl)-4, 5-dihydropyrazol-5-one in dimethylformamide (10 ml) at 0° C. After one hour of stirring at room temperature, 0.92 g (7.5 mmol) of 1-bromopropane was added dropwise and stirring was continued for another 18 hours. To the reaction solution was added 50 ml of diethyl ether and 50 ml of water, and vigorously agitated. The resultant solution was separated, and the aqueous layer was extracted twice with 50 ml of ethyl acetate. The organic layer was combined and washed successively with water and saturated brine solution, and dried over anhydrous sodium sulfate. Then the solvent was evaporated under reduced pressure. The obtained crude product was purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1 (v/v)) to give 1.4 g of the object compound as a colorless oil (yield 96%).

Provenance & Evidence