Dimethylformamide → HCID 21833511, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of sodium hydride (about 60% oily, 1.0 g) and dimethylformamide (80 ml) is added 5,6-dimethyl-2-phenyl-4(3H)-pyrimidinone (5.0 g) while the temperature of the mixture is kept at 0-5° C., and the mixture is stirred at 0° C. for 30 minutes. To the mixture is added dropwise ethyl bromoacetate (4.2 g) at the same temperature. After addition, the mixture is stirred at 80° C. for three hours, and thereto are added ice-water and chloroform. The chloroform layer is collected by filtration, washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (eluent; chloroform), and recrystallized from isopropanol to give ethyl 2-(5,6-dimethyl-2-phenyl-4-pyrimidinyloxy)acetate (6.2 g), m.p. 90-91° C.

Provenance & Evidence