Tetrabutylammonium Fluoride → 4-[2-(2-{2-[2-(2-Trityloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]phenol

Participants

Reaction Steps

To an ice-cooled solution of Compound 21 (1.88 g, 2.74 mmol) in THF (20 ml), a solution of 1M tetrabutylammonium fluoride in THF (4 ml) was added. After completion of the addition, the ice bath was removed, and this was followed by stirring at room temperature for 10 minutes. This was poured over water to stop the reaction, after which extraction from ethyl acetate was conducted. The organic phases were combined, washed with saturated brine, thereafter dried with anhydrous sodium sulfate. After filtration and concentration under reduced pressure, the residue obtained was purified by silica gel column chromatography (Yamazen YFLC Gel, eluent (n-hexane:ethyl acetate 2:1-1:1)) to yield Compound 22 (light-yellow oil 1.45 g, 92%).

Provenance & Evidence