Tetrabutylammonium Fluoride → HCID 69202719, compound

Participants

Reaction Steps

A 1 mol/L solution of tetra-n-butylammonium fluoride (2.6 mL) was added to a solution of 2-(4-bromophenoxy)-N—((R)-2-{3-[methanesulfonyl(2-trimethylsilylethoxymethyl)amino]-4-(2-trimethylsilylethoxymethoxy)phenyl}-2-triethylsilyloxyethyl)acetamide (2.37 g) in tetrahydrofuran (8 mL), and the mixture was stirred at room temperature for 2.5 hrs. A 1 mol/L solution of tetra-n-butylammonium fluoride (0.67 mL) was added to the reaction mixture, and the mixture was stirred at room temperature for 12 hrs. The reaction mixture was concentrated in vacuo, and water was added to the residue. The mixture was extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by medium-pressure silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/1) to afford the title compound (1.71 g).

Provenance & Evidence