Aluminum(III) Chloride → HCID 178436241, compound

Participants

Reaction Steps

After the di-tert-butyl-diacetylferrocene was prepared, a Schlenk flask under positive nitrogen pressure was charged with 25 ml of dry Et2O. Second 0.35 g (2.61 mmol) of AlCl3 was charged into the reaction flask. Agitation was initiated and the AlCl3 dissolved into solution. Third, 5.23 ml (5.23 mmol) of 1M LiAlH4 in Et2O was charged into the reaction flask via syringe. The resulting suspension was agitated for approximately 15 minutes. Fourth, 1.00 g (2.62 mmol) of the above-prepared di-tert-butyl-diacetylferrocene was slowly charged into the reaction vessel. Next, the solution was heated to reflux for approximately 3 hours and then cooled to room temperature overnight with continuous agitation. The reaction was then quenched by the slow addition of Et2O to the solution. The organic layer was separated from the aqueous layer—via separatory funnel. Next, the aqueous layer was extracted with 100 ml of wet Et2O. The organic portions were combined and washed with H2O and brine, which was followed by drying over MgSO4. The solution was decanted from the drying agent and filtered. Next the solvent was stripped via rotary evaporation, which yielded a yellow-orange oil. The oil was dissolved in a small amount of hexane, applied to a vacuum assisted silica gel column, and eluted with more hexane. Upon solvent removal, 0.627 g of di-tert-butyl-diethylferrocene was collected and stored for later use.

Provenance & Evidence