N-Fluorobenzenesulfonimide → HCID 86731310, compound

Participants

Reaction Steps

To a solution of 2-(((tert-butyl(dimethyl)silyl)oxy)methyl)-5-(methoxymethoxy)pyridine (13.5 g) in THF (100 mL) was added 1.6 M n-butyllithium hexane solution (38.6 mL) at −78° C., and the mixture was stirred at the same temperature for 1 hr. To the reaction mixture was added N-fluoro-N-(phenylsulfonyl)benzenesulfonamide (19.5 g) at −78° C., and the mixture was allowed to warm to room temperature, and stirred for 30 min. To the reaction mixture was added saturated brine, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate) to give the title compound (7.49 g).

Provenance & Evidence