反应详情

温度

0 °C

In a 500 mL round-bottomed flask was combined 2-tert-butylaniline (7.46 g, 50 mmol) and sodium bicarbonate (7.56 g, 90 mmol) in water (50 mL). The mixture was cooled to 0° C. and iodine (12.69 g, 50.0 mmol) was added portion-wise over 20 minutes. The mixture was stirred for 16 hours at room temperature, partitioned between ethyl acetate and 10% aqueous sodium thiosulfate and stirred vigorously for 20 minutes. The ethyl acetate layer was washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to give a dark oil that was purified on an Isco 120 g silica cartridge eluting with ethyl acetate/hexane (0% to 10%) to give the title compound.

1. customIn a 500 mL round-bottomed flask was combined
2. custompartitioned between ethyl acetate and 10% aqueous sodium thiosulfate
3. stirringstirred vigorously for 20 minutes
4. washThe ethyl acetate layer was washed with brine
5. dry with materialdried (Na2SO4)
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customto give a dark oil that
9. customwas purified on an Isco 120 g silica cartridge
10. washeluting with ethyl acetate/hexane (0% to 10%)