Tetrahydrofuran → HCID 69690438, compound

Participants

Reaction Conditions

Reaction Steps

At 0° C., 1 g of the 3-(4-chlorophenyl)-3-oxo-2-pyrrolidin-2-ylidene-propionitrile prepared according to Example 1 is dissolved in 10 ml of THF and admixed with 0.3 g of NaH (60% pure), and the mixture is heated to 20° C. for two hours. 0.8 g of chlorobenzoyl chloride in 10 ml of THF is then added, and the mixture is stirred at room temperature for another 24 hours. The reaction mixture is then poured into ice-water and extracted with ethyl acetate, the extract is dried over magnesium sulphate and the solvent is evaporated under reduced pressure. The residue was chromatographed over silica gel using n-hexane/acetone 7:3. After evaporation of the solvent, one of the main fractions gave 0.2 g (yield 14% of theory) of 2-[1-(4-chlorobenzoyl)pyrrolidin-2-ylidene]-3-(4-chlorophenyl)-3-oxo-propionitrile of melting point 218° C.

Provenance & Evidence