p-Chlorothiophenol → HCID 11507705, compound

Participants

Reaction Steps

To a solution of 7-bromoheptanoic acid ethyl ester (2.5 mL, 12.8 mmol) and triethylamine (2 mL, 14.3 mmol) in dichloromethane (10 mL) was added 4-chlorothiophenol (1.86 g, 12.8 mmol) under an atmosphere of argon. The mixture was stirred at reflux for 2 hours after which it was concentrated under reduced pressure. The oil was dissolved in ethyl acetate (50 mL) and then washed successively with saturated aqueous sodium hydrogen carbonate (25 mL), distilled water (25 mL) and brine (25 mL). The organic layer was then dried over anhydrous MgSO4, filtered and concentrated under reduced pressure to give an yellow oil that was purified by flash chromatography (1:9 diethyl ether:40-60° C. petroleum ether). The title compound was obtained as a colourless oil (3.3 g, 87%).

Provenance & Evidence