反应详情

1,2-Dichloro-3-(4-nitrobenzyl)benzene (25.0 g, 88.6 mmol) obtained in Step 1 was dissolved in acetic acid (400 ml), zinc powder (70 g, 1.1 mol) was added by portions at 0° C., and the mixture was stirred at room temperature for 1 hr. The reaction mixture was filtered through celite and washed with ethanol. The filtrate was concentrated under reduced pressure, and the precipitated solid was collected by filtration on the way. The filtrated solid was washed with diethyl ether, and dissolved in ethyl acetate (500 ml) and water (500 ml), 4N aqueous sodium hydroxide solution was added to neutralize the aqueous layer. The organic layer was separated and the aqueous layer was further extracted with ethyl acetate. The organic layers were combined 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 filtrated solid was washed with n-hexane and vacuum dried to give the object product (18.1 g, yield 81%) as a pale-brown solid.

1. filtrationThe reaction mixture was filtered through celite
2. washwashed with ethanol
3. concentrationThe filtrate was concentrated under reduced pressure
4. filtrationthe precipitated solid was collected by filtration on the way
5. washThe filtrated solid was washed with diethyl ether
6. dissolutiondissolved in ethyl acetate (500 ml)
7. additionwater (500 ml), 4N aqueous sodium hydroxide solution was added
8. customThe organic layer was separated
9. extractionthe aqueous layer was further extracted with ethyl acetate
10. washThe organic layers were combined washed with water and saturated brine
11. dry with materialdried over sodium sulfate
12. filtrationAfter filtration
13. concentrationthe filtrate was concentrated under reduced pressure
14. filtrationthe precipitated solid was collected by filtration on the way
15. washThe filtrated solid was washed with n-hexane and vacuum
16. customdried