反应详情

A mixture of 5-(4-fluorobenzoyl)-6-trifluoromethylsulfonyloxy-2-methylsulfonylnaphthalene (2.5 g, 5.2 mmol) [prepared as described in step 1 above,], potassium cyanide (0.41 g, 6.3 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.30 g, 0.26 mmol) in dioxane (50 ml) was heated at reflux under argon. After 16 h, the reaction mixture was cooled to RT, poured into brine, and the product was extracted into ethyl acetate. The organic layer was dried with sodium sulfate and concentrated in vacuo. The crude product was purified by flash chromatography (gradient elution, 10-60% ethyl acetate /hexane) and then recrystallized from ethyl acetate-hexane to give 1.16 g of 5-(4-fluorobenzoyl)-6-cyano-2-methylsulfonylnaphthalene as a solid (63% yield).

1. temperaturewas heated
2. temperatureat reflux under argon
3. extractionthe product was extracted into ethyl acetate
4. dry with materialThe organic layer was dried with sodium sulfate
5. concentrationconcentrated in vacuo
6. customThe crude product was purified by flash chromatography (gradient elution, 10-60% ethyl acetate /hexane)
7. customrecrystallized from ethyl acetate-hexane