Pyridine → Methyl 2-chloro-4-(3,4-dichlorophenyl)-5-oxazolepropionate

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 3-[4-(3,4-dichlorophenyl)-2-oxo-4-oxazolin-5-yl]propionate (9.0 g), phosphorus oxychloride (26.2 g) and pyridine (2.25 g) was heated to 100-105° C. and stirred for 1 h. The reaction mixture was added dropwise to warm water (100 mL, 30° C.) and extracted with ethyl acetate (150 mL×2). The organic layer was washed with saturated brine (100 mL) and dried over anhydrous magnesium sulfate. The organic layer was concentrated and the residue was subjected to silica gel column chromatography. The title compound was obtained as a yellow oil (5.00 g, 52%) from an eluate from ethyl acetate-hexane (1:4, v/v).

Provenance & Evidence