Aluminum(III) Chloride → HCID 59211734, compound

Participants

Reaction Conditions

Reaction Steps

Compound XVII (217 g, 1.1 mol) was loaded into a 2-liter round bottom flask fitted with a condenser and an overheard stirrer. This was followed by one liter of methylene chloride. The resulting solution was cooled to 0° C. using a dry ice bath. After this temperature was reached, anhydrous aluminum chloride (153 g, 1.1 mol) was added in one portion. The light yellow solution changed color to orange, then dark red with a simultaneous increase in reaction temperature, up to the boiling point of methylene chloride. A GC sample taken after the reaction began to cool showed the complete consumption of start material and the formation of a new product. The reaction was then poured onto ice, and the organic layers were separated and washed once with 10% sodium hydroxide solution. The methylene chloride solvent was then removed under reduced pressure, and the resulting oil was purified by simple distillation to yield 100 g (46% yield) of XVIII.

Provenance & Evidence