Diisobutylaluminum hydride → HCID 22397538, compound

Participants

Reaction Steps

To a solution of ethyl (E)-3-(5,6-dichloroindol-2-yl)-2-propenoate (28 g, 98.5 mmol) in dry THF (500 ml) stirred under argon at −20° DIBAL (1M solution in hexane, 200 mmol) was added dropwise while keeping the temperature below −20°. The stirring was continued for one hour, then the reaction was quenched with water (70 m). After warming to RT diethyl ether (350 m) was added and the suspension was filtered on a Celite pad. The pad was washed with diethyl ether (3×100 ml), then the pooled organic phase was dried (MgSO4) and evaporated to give 23.85 g of the title compound (98.5 mmol, yield 100%) that was used as such in the next step.

Provenance & Evidence