反応 #86912

反応方程式

Iodine

4-aminobenzonitrile

→

title compound

収率 36.0%

4-amino-3-iodobenzonitrile

収率 36.0%

溶媒

ethanol

反応条件

後処理

1. 1
   ろ過filtered over celite
2. 2
   その他The volatiles were removed under reduced pressure
3. 3
   その他the residue was partitioned between ethyl acetate
4. 4
   洗浄The organic layer was washed with brine
5. 5
   その他dried
6. 6
   濃縮concentrated under reduced pressure
7. 7
   その他The crude residue was purified by flash chromatography on silica gel (eluent 2 to 40% ethyl acetate in heptane)

実験手順

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.

出典