反应详情

Under an argon stream, bis(dibenzylidenacetone)palladium(0) (3.2 g, 5.6 mmol) and tri(2-furyl)phosphine (2.6 g, 11.2 mmol) were dissolved in THF (310 ml), the reaction mixture of 2,3-dichlorobenzylzinc chloride (421.7 mmol) in THF obtained in Reference Example 1 was added dropwise under ice-cooling through a cannula, and then a solution of 4-iodonitrobenzene (70.0 g, 281 mmol) in THF (700 ml) was added dropwise, after which the mixture was stirred at room temperature for 2 hr, saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was filtered through celite. The filtrate was concentrated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and the precipitated solid was collected by filtration on the way. The filtrate was again concentrated under reduced pressure, and the precipitated solid was collected by filtration on the way. The collected solids were combined washed with n-hexane and vacuum dried to give the object product (60.2 g, yield 76%) as a pale-brown solid.

1. customobtained in Reference Example 1
2. additionwas added dropwise under ice-
3. temperaturecooling through a cannula
4. filtrationthe mixture was filtered through celite
5. concentrationThe filtrate was concentrated under reduced pressure, water
6. additionwas added to the residue
7. extractionthe mixture was extracted with ethyl acetate
8. washThe organic layer was washed with water and saturated brine
9. dry with materialdried over sodium sulfate
10. filtrationAfter filtration
11. concentrationthe filtrate was concentrated under reduced pressure
12. filtrationthe precipitated solid was collected by filtration on the way
13. concentrationThe filtrate was again concentrated under reduced pressure
14. filtrationthe precipitated solid was collected by filtration on the way
15. washThe collected solids were combined washed with n-hexane and vacuum
16. customdried