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) and zinc powder (70 g, 1.1 mol) was added by portions at 0° C. 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 solid precipitated during concentration was collected by filtration. The solid obtained by the filtration was washed with diethyl ether, and dissolved in ethyl acetate (500 ml) and water (500 ml). A 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 the filtration, the filtrate was concentrated under reduced pressure and the solid precipitated during the concentration was collected by filtration. The solid obtained by filtration was washed with n-hexane and vacuum-dried to give an 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. customthe solid precipitated during concentration
5. filtrationwas collected by filtration
6. customThe solid obtained by the filtration
7. washwas washed with diethyl ether
8. dissolutiondissolved in ethyl acetate (500 ml)
9. additionA 4N aqueous sodium hydroxide solution was added
10. customThe organic layer was separated
11. extractionthe aqueous layer was further extracted with ethyl acetate
12. washwashed with water and saturated brine
13. dry with materialdried over sodium sulfate
14. filtrationAfter the filtration
15. concentrationthe filtrate was concentrated under reduced pressure
16. customthe solid precipitated during the concentration
17. filtrationwas collected by filtration
18. customThe solid obtained by filtration
19. washwas washed with n-hexane
20. customvacuum-dried