反应详情

温度

-20 °C

5-(4-Chlorobenzoyl)pentanoyl chloride (5.2g -- 0.02 mole) -- prepared as described above -- and ferrocene (3.75g -- 0.02 mole) were dissolved in dry dichloromethane (100 ml) and cooled to -20°C. Aluminium chloride (2.70g -- 0.02 mole) was added, with stirring, over a period of one-half hour and stirring was continued at -20°C for 11/2 hours. The reaction mixture was poured into water (300 ml) acidified with 2N hydrochloric acid (20 ml). The dichloromethane layer was separated and the aqueous layer extracted with chloroform (3 × 100 ml). The combined organic extracts were washed with water (100 ml), saturated aqueous sodium bicarbonate solution (100 ml) and water (100 ml), dried (MgSO4) and concentrated affording the crude product (9.8g) as a brown solid. Recrystallisation from petroleum ether (bp 60°-80°) afforded the title compound (3.23g -- 40%) mp 103°-6°.

1. stirringstirring
2. customwas continued at -20°C for 11
3. custom2 hours
4. customThe dichloromethane layer was separated
5. extractionthe aqueous layer extracted with chloroform (3 × 100 ml)
6. washThe combined organic extracts were washed with water (100 ml), saturated aqueous sodium bicarbonate solution (100 ml) and water (100 ml)
7. dry with materialdried (MgSO4)
8. concentrationconcentrated
9. customaffording the crude product (9.8g) as a brown solid
10. customRecrystallisation from petroleum ether (bp 60°-80°)