Diisobutylaluminumhydride → HCID 178441515, compound

Participants

Reaction Steps

A solution of 2.1 g of 2-butyl-6-carbomethoxybenzimidazole in 50 mL of tetrahydrofuran was cooled with ice. To this solution was added dropwise 18 mL of 25% diisobutylaluminum hydride (DiBAl-H) in toluene. After the addition, the reacted mixture was stirred for 30 minutes with ice cooling and then for an additional 1 hour at room temperature. The reaction mixture was cooled back down to 0° and the reaction quenched by adding 15 mL of saturated ammonium chloride (NH4Cl) solution. The mixture was then filtered through celite and the filtrate was concentrated. The crude product was purified by silica gel column chromatography (100% EtOAc elution) to give 1.23 g of the desired product as a thick colorless oil.

Provenance & Evidence