Sulfuric Acid → HCID 59211735, compound

Participants

Reaction Conditions

Reaction Steps

Compound XII (236 g, 1.1 mol) was loaded into a three liter flask and dissolved in one liter of toluene. This mixture was then cooled to −30° C. Aluminum chloride (77 g, 0.56 mol) was then added in one portion. The reaction mixture exothermed moderately and changed color to light orange. The temperature was allowed to rise to −15° C., then held for 3.5 hours. After this time the reaction was complete as shown by GC measurements. The reaction mixture was then poured onto ice and 25% sulfuric acid, 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 163 g (69% yield) of XIII.

Provenance & Evidence