Water → {5-[1-(t-Butyldimethylsilanyloxy)ethyl]isoxazol-3-yl}methanol

Participants

Reaction Steps

8.95 g of ethyl 5-[1-(t-butyldimethylsilanyloxy)ethyl]isoxazole-3-carboxylate was dissolved in 60 ml of ethanol, and 2.30 g of sodium borohydride was then added. The mixture was stirred at room temperature for 4 hours. After 30 ml of water was added, the reaction mixture was concentrated to 30 ml under reduced pressure. The concentrated solution was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 7.35 g of {5-[1-(t-butyldimethylsilanyloxy)ethyl]isoxazol-3-yl}methanol.

Provenance & Evidence