Diisobutylaluminum hydride → HCID 54162163, compound

Participants

Reaction Steps

A 1M solution of DIBAL in toluene (8.6 ml) was added slowly to the ester product of step (t) above (0.967 g, 2.86 mmol) in 5 ml of toluene at -78°. The reaction was stirred 4 hours with slow warming to 0°. The reaction was then re-cooled (-40°) and quenched with saturated aqueous sodium sulfate. Solid sodium sulfate and celite were added and the mixture was diluted with MTBE, stirred 10 minutes, and then filtered. The filtrate was concentrated to give 0.97 g of a clear oil which was chromatographed on silica gel (230-400 mesh) using a 3"×6.5" column with a 3:1 mixture of hexane and ethyl acetate as the eluent; 602 mg (71%) of refined alcohol product of this step was obtained.

Provenance & Evidence