反应详情

温度

60 °C

The product from example 30A (7.0 g, 50 mmol) in water (100 mL) at 0° C. was treated slowly with concentrated sulfuric acid (30 mL) at a rate to maintain the temperature below 10° C. and then treated dropwise with an aqueous solution of sodium nitrite (3.45 g, 50 mmol). This solution was then added to a solution of potassium iodide (8.13 g, 50 mmol) in water (15 mL), heated to 60° C. for 2 hours, cooled and extracted with methylene chloride. The methylene chloride layer was washed with 10% sodium hydroxide, washed with 1 M sodium thiosulfate, washed with 10% hydrochloric acid, washed with aqueous sodium bicarbonate, dried (sodium sulfate), filtered, and concentrated. The residue was purified by flash chromatography over silica gel (ethyl acetate/hexane 7:3) to provide 6.4 g of the title compound.

1. temperatureto maintain the temperature below 10° C.
2. temperaturecooled
3. extractionextracted with methylene chloride
4. washThe methylene chloride layer was washed with 10% sodium hydroxide
5. washwashed with 1 M sodium thiosulfate
6. washwashed with 10% hydrochloric acid
7. washwashed with aqueous sodium bicarbonate
8. dry with materialdried (sodium sulfate)
9. filtrationfiltered
10. concentrationconcentrated
11. customThe residue was purified by flash chromatography over silica gel (ethyl acetate/hexane 7:3)