Sulfuric Acid → (E)-3-(3-thienyl)cinnamaldehyde

Participants

Reaction Conditions

Reaction Steps

0.4 g of the resulting nitrile compound was dissolved in 2 ml of toluene, and under cooling at -78° C., a 1.0M toluene solution(2 ml) of diisobutylaluminum hydride was added. The mixture was stirred at this temperature for 20 minutes, and then poured into ice-cold water. The resulting solution was acidified with a small amount of a 10% aqueous solution of sulfuric acid, and extracted with ethyl ether. The extract was worked up in a customary manner, and purified by medium-pressure liquid chromatography [silica gel column, hexane/ethyl acetate=9/1→7/1] to give 0.2 g of the captioned compound as a pale yellow oil.

Provenance & Evidence