HCID 11507705, compound → HCID 10041497, compound

Participants

Reaction Steps

To a solution of 7-(4-chlorophenylsulfanyl)-heptanoic acid ethyl ester (1.6 g, 5.3 mmol) in ethanol (10 mL) and tetrahydrofuran (10 mL) was added dropwise at 0° C. a solution of sodium metaperiodate (1.1 g, 5.3 mmol) in distilled water (10 mL). The mixture was heated at reflux for 1 hour. The solution was concentrated under reduced pressure to give an oil that was dissolved in ethyl acetate (100 mL). The organic layer was washed with saturated aqueous sodium hydrogen carbonate (50 mL), distilled water (50 mL), then with brine (50 mL). The organic layer was then dried over anhydrous MgSO4, filtered and concentrated under reduced pressure to give an oil that was purified by flash chromatography (1:1 ethyl acetate:40-60° C. petroleum ether). The title compound was obtained as a colourless oil (1.2 g, 74%).

Provenance & Evidence