Lithium iodide → HCID 20324151, compound

Participants

Reaction Steps

The resulting 1-(ethoxycarbonylmethyl)-2-oxo-5-phenylthiomethylcyclopentane carboxylic acid methyl ester (640 mg; 1.83 mmol) was dissolved in dimethylformamide (20 ml) and was admixed with anhydrous lithium iodide (250 mg; 1.85 mmol). The mixture was refluxed with vigorous stirring for 5 hours and was cooled to room temperature. The reaction product was extracted by adding ether (50 ml) and dilute hydrochloric acid (50 ml) to the reaction mixture. The ether extract was washed with a saturated sodium chloride solution and was dried over anhydrous magnesium sulfate. The solution was filtered and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain 2-(ethoxycarbonylmethyl)-3-phenylthiomethyl cyclopentanone (420 mg) as an oily product.

Provenance & Evidence