反应详情

温度

0 °C

Compound of example 168 (20 g, 92.2 mmol) was dissolved in 10% aqueous H2SO4 (100 mL) and the solution was cooled to 0° C. A solution of NaNO2 (7.64 g, 110 mmol) in water (20 mL) was added dropwise maintaining the temperature between 0-5° C. The mixture was stirred for 10 min., excess nitrous acid was neutralized using a saturated aqueous NaHCO3 solution. The resulting mixture was then added to a precooled (0-5° C.) suspension of CuCN (9.46 g, 105 mmol) and NaCN (5.20 g, 106 mmol) in water (200 mL). It was stirred for 10 min., and allowed to attain room temperature. It was stirred for 0.5 h and finally heated on a steam bath for 0.5 h. Excess saturated FeCl3 solution was then added to the reaction mixture. It was extracted using EtOAc (3×200 mL). The organic extract was washed with water, dried (anhydrous Na2SO4), concentrated and purified using a silica gel column and CHCl3 petroleum ether (60-80° C.) (1:1) as eluant to obtain the title compound.

1. temperaturemaintaining the temperature between 0-5° C
2. stirringIt was stirred for 10 min.
3. customto attain room temperature
4. stirringIt was stirred for 0.5 h
5. temperaturefinally heated on a steam bath for 0.5 h
6. extractionIt was extracted
7. extractionThe organic extract
8. washwas washed with water
9. dry with materialdried (anhydrous Na2SO4)
10. concentrationconcentrated
11. custompurified
12. customa silica gel column and CHCl3 petroleum ether (60-80° C.) (1:1)