반응 #86912

반응 방정식

Iodine

4-aminobenzonitrile

→

title compound

수율 36.0%

4-amino-3-iodobenzonitrile

수율 36.0%

용매

ethanol

반응 조건

후처리

1. 1
   여과filtered over celite
2. 2
   기타The volatiles were removed under reduced pressure
3. 3
   기타the residue was partitioned between ethyl acetate
4. 4
   세척The organic layer was washed with brine
5. 5
   기타dried
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The crude residue was purified by flash chromatography on silica gel (eluent 2 to 40% ethyl acetate in heptane)

실험 절차

Iodine (0.645 g; 2.54 mmol) was added to a stirred mixture of silver sulphate (0.791 g; 2.54 mmol) and 4-aminobenzonitrile (0.300 g; 2.54 mmol) in ethanol (10 mL). The reaction mixture was stirred at room temperature for 18 hours and filtered over celite. The volatiles were removed under reduced pressure and the residue was partitioned between ethyl acetate and a saturated aqueous solution of sodium thiosulphate. The organic layer was washed with brine, dried and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (eluent 2 to 40% ethyl acetate in heptane) to afford 0.222 g (36%) of the title compound as a white solid.

출처