反应详情

温度

10 °C

To a stirring solution of 3-aminonaphthol (5.41 g, 34 mmol) in 25 g of crushed ice, 30 mL of water and 10 mL of concentrated HCl at 10° C. was slowly added a solution of sodium nitrate (2.46 g, 36 mmol) in 10 mL water. A solution of potassium iodide (6.21 g, 37 mmol) in 20 mL water was slowly added with stirring at 10° C. The reaction mixture was stirred for 16 hours at room temperature, then diluted with diethyl ether and washed with water and 10% aqueous sodium sulfite solution. The organic layer was filtered through a Celite pad and the filtrate was concentrated under reduced pressure. The residue was chromatographed on silica (15% EtOAc/hexanes) to give 2.0 g of 3-iodo-naphthalen-2-ol.

1. stirringThe reaction mixture was stirred for 16 hours at room temperature
2. washwashed with water and 10% aqueous sodium sulfite solution
3. filtrationThe organic layer was filtered through a Celite pad
4. concentrationthe filtrate was concentrated under reduced pressure
5. customThe residue was chromatographed on silica (15% EtOAc/hexanes)