1,2-Dimethoxyethane → 4-[3-(5-(4-Chlorophenoxy)-2-pyridyl)-3-(3,4-dimethoxyphenyl)acryloxy]morpholine

Participants

Reaction Steps

In 1,2-dimethoxyethane (10 ml) was dissolved diethylphosphonoacetic acid morpholide (210 mg), to which was added 90% potassium tert-butoxide (100 mg). To the mixture was added, after the tert-butoxy potassium was completely dissolved, 5-(4-chlorophenoxy)-2-(3,4-dimethoxybenzoyl)pyridine (240 mg). The mixture was stirred for one hour at room temperature and for 6 hours at 50° C. to 60° C. The reaction mixture was concentrated, and there was added water (30 ml), followed by extraction with ethyl acetate (70 ml×2). The extract solution was dried over anhydrous magnesium sulfate, and was subjected to filtration to remove the magnesium sulfate. The filtrate was concentrated and purified by means of a silica gel column chromatography (eluted with ethyl acetate) to obtain 4-[3-(5-(4-chlorophenoxy)-2-pyridyl)-3-(3,4-dimethoxyphenyl)acryloxy]morpholine (Compound No.88) (300 mg) as a resinous solid.

Provenance & Evidence