Sodium borohydride → HCID 66777070, compound

Participants

Reaction Steps

Cyclohexyl{3-methyl-5-[2-(methylsulfanyl)ethoxy]-1-benzofuran-2-yl}methanone (0.73 g) synthesized in the above-mentioned (1) was dissolved in a tetrahydrofuran (10 mL) and methanol (5 mL), and sodium borohydride (90%, 0.18 g) was added to the solution under ice-cooling. The ice bath was removed, and the reaction mixture was stirred at room temperature for 1 hr. The mixture was ice-cooled again, water (1 mL) and 1N hydrochloric acid (5 mL) were carefully added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4, volume ratio) to give the title object compound (0.67 g, 91%) as a pale-yellow oil.

Provenance & Evidence