反应详情

The material prepared in Example 1A (250 g, 1.19 mole) was combined with zinc chloride (243.5 g, 1.784 mole) and toluene (3.75 L). The reaction mixture was heated to reflux under a nitrogen atmosphere. Benzoquinone (167 g, 1.546 mole) in tetrahydrofuran (500 mL) was added dropwise to the reaction, and upon completion of the addition, the reaction mixture was heated at reflux for 6 hours. The reaction mixture was quenched with water and extracted with ethyl acetate. The organic layer was concentrated in vacuo to a brown solid. The solid was recrystallized from acetonitrile yielding the title compound as a brown solid (125 g, 35%). MS m/z 301 (M+H)+.

1. temperatureThe reaction mixture was heated
2. temperatureto reflux under a nitrogen atmosphere
3. additionupon completion of the addition
4. temperaturethe reaction mixture was heated
5. temperatureat reflux for 6 hours
6. customThe reaction mixture was quenched with water
7. extractionextracted with ethyl acetate
8. concentrationThe organic layer was concentrated in vacuo to a brown solid
9. customThe solid was recrystallized from acetonitrile yielding the title compound as a brown solid (125 g, 35%)