反应详情

温度

-50 °C

Compound VII (570 g, 3.2 mol) was loaded into a 3-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 −50° C. using a dry ice bath. After this temperature was reached, anhydrous aluminum chloride (215 g, 1.6 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 roughly −30° C. A GC sample taken after the addition was complete showed little reaction. The reaction temperature was allowed to gradually increase to 15° C., and GC monitoring showed the complete consumption of start material after one hour at this temperature. The reaction mixture was then poured onto ice and 10% 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 224 g (49% yield) of VIII.

1. customfitted with a condenser and an overheard stirrer
2. temperaturea simultaneous increase in reaction temperature, up to roughly −30° C
3. additionafter the addition
4. customreaction
5. temperatureto gradually increase to 15° C.
6. customthe complete consumption of start material after one hour at this temperature
7. additionThe reaction mixture was then poured onto ice and 10% sulfuric acid
8. customthe organic layers were separated
9. washwashed once with 10% sodium hydroxide solution
10. customThe methylene chloride solvent was then removed under reduced pressure
11. distillationthe resulting oil was purified by simple distillation