Tetrahydrofuran → HCID 59215205, compound

Participants

Reaction Conditions

Reaction Steps

A solution 3-(6-chloropyridin-3-yl)-2-methylpropyl-4-methyl-benzenesulfonate (5.0 g, 14.7 mmol) and sodium methylthiolate (2.10 g, 30 mmol) in THF (50 mL) was stirred overnight at room temperature. The remaining unreacted starting material indicated on TLC was converted into the product completely after the solution was heated at 55° C. for 4 more hours. The mixture was diluted with ether and washed with 2 N NaOH solution (50 mL). The aqueous phase was washed with ether (50 mL). The combined organic phase was washed with brine (50 mL), dried over MgSO4, filtered and concentrated to give 2.94 g of the desired crude sulfide in 93% yield as a yellowish oil: M+=215, 217; δ 2.07 (s, 3H), 0.95 (d, 3H).

Provenance & Evidence