Ethyl Acetate → HCID 15718043, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1-(5-(2-t-butyldimethylsilyloxyethylsulfonyl)-4-n-propoxy-3-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)butan-1,4-dione (1.076 g, 1.70 mmole) at 0° C. in dry THF (40 mL) under nitrogen was treated with lithium tri-t-butoxyaluminum hydride (500 mg, 2 mmole), and the mixture was stirred at 0° C. for 1 hour. The reaction was allowed to warm to room temperature and stirred for 3 hours. The mixture was poured into ethyl acetate (500 mL), and the ethyl acetate solution was washed with 1 N HCl (2×100 mL), water and brine, dried over anhydrous MgSO4, and evaporated to dryness. The crude product was purified by flash column chromatography on SiO2 and eluted with 40% hexane ethyl acetate (3:2 v/v) to provide the pure title product as a thick syrup.

Provenance & Evidence