4-Chlorophenol → HCID 54245348, compound

Participants

Reaction Steps

In dimethylformamide (20 ml) was dissolved 4-chlorophenol (330 mg). To the solution was added, while stirring, 60% sodium hydride (dispersion in paraffin) (103 mg). When exothermic reaction and evolution of hydrogen gas ceased, 4-[3-(2-chloro-5-pyridyl)-3-(3,4-dimethoxyphenyl)acryloyl]morpholine (500 mg) and cuprous iodide (24 mg) were added to the reaction mixture, followed by stirring for 5 hours at 150° C. The reaction mixture was poured into water, which was subjected to extraction with dichloromethane. The extract solution was dried over anhydrous magnesium sulfate, which was then concentrated. The concentrate was purified by means of a silica gel column chromatography (eluted with ethyl acetate) to obtain 4-[3-(2-(4-chlorophenoxy)-5-pyridyl)-3-(3,4-dimethoxyphenyl)acryloyl]morpholine (Compound No. 3 ) (420 mg) as a resinous solid.

Provenance & Evidence