反应详情

温度

110 °C

In a 5 mL microwave tube under N2 flush were added 1-tert-butyl-3,5-diiodo-2-methoxybenzene (208 mg, 0.5 mmol), 2-pyrrolidone (0.092 mL, 1.200 mmol), potassium phosphate (223 mg, 1.050 mmol), (+/−)-trans-1,2-diaminocyclohexane (0.012 mL, 0.100 mmol) and copper(I) iodide (2.381 mg, 0.013 mmol) in dioxane (2 mL). The tube was sealed, sparged with N2 for 10 minutes, heated by microwave irradiation at 110° C. for 1 hour, cooled and partitioned between ethyl acetate and water adjusting the pH to 1 with HCl. The aqueous layer was extracted with ethyl acetate. The organics were combined, washed with H2O, and brine. The organic was dried (Na2SO4), filtered, and stirred for 0.5 hours with 3-mercaptopropyl functionalized silica, filtered and concentrated. The crude product was purified on an Isco 12 g silica cartridge eluting with 4:1 hexane/ethyl acetate to give the title compound.

1. customIn a 5 mL microwave tube under N2 flush
2. customThe tube was sealed
3. customsparged with N2 for 10 minutes
4. temperaturecooled
5. custompartitioned between ethyl acetate and water adjusting the pH to 1 with HCl
6. extractionThe aqueous layer was extracted with ethyl acetate
7. washwashed with H2O, and brine
8. dry with materialThe organic was dried (Na2SO4)
9. filtrationfiltered
10. filtrationfiltered
11. concentrationconcentrated
12. customThe crude product was purified on an Isco 12 g silica cartridge
13. washeluting with 4:1 hexane/ethyl acetate