Water → HCID 59714835, compound

Participants

Reaction Steps

To a solution of 3-oxaspiro[5.5]undecan-2-one (1.68 g) in diethyl ether (50 mL) was added a 1M solution of diisobutylaluminum hydride in diethyl ether (15.0 mL) under ice cooling. The solution was stirred under ice cooling for 15 minutes. Diethyl ether (100 mL) was then added to the solution, followed by successive addition of water (0.6 mL) and a 15% aqueous sodium hydroxide solution (0.6 mL). The solution was stirred at room temperature for 30 minutes. Water (1.8 mL) was then added to the solution, and it was stirred for additional 15 minutes. The solution was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by column chromatography (silica gel, hexane:ethyl acetate=1:1) to give the title compound (1.36 g).

Provenance & Evidence