反应详情

温度

200 °C

The mixture of 2.6 g of 9-chloro-10,11-dihydro-11-oxo-dibenzo[b,f]thiepin, 2.0 g. of copper cyanide, 0.1 g of anhydrous copper sulfate and 50 ml of N-methyl pyrrolidone was heated with stirring at 200° C. overnight in a flask equipped with a tube packed with silica gel. After cooling, to the reaction mixture were added 100 ml of conc. aqueous ammonia and 200 ml of water, and the resulting mixture was extracted with benzene. The extract was washed with water, diluted hydrochloric acid and then water, which was dried over potassium sulfate and the solvent was evaporated therefrom. The residue thus obtained was chromatographed on 200 g of silica gel, and eluted with chloroform/methanol (50/1). 0.6 g of the starting material was recovered from a first eluate. Recrystallization of the residue of a second eluate from benzene gave 0.7 g of 9-cyano-10,11-dihydro-11-oxo-dibenzo[b,f]thiepin as pale yellow prismatic crystals having a melting point of 165°-167° C.

1. customequipped with a tube
2. temperatureAfter cooling, to the reaction mixture
3. extractionthe resulting mixture was extracted with benzene
4. washThe extract was washed with water, diluted hydrochloric acid
5. dry with materialwater, which was dried over potassium sulfate
6. customthe solvent was evaporated
7. customThe residue thus obtained
8. customwas chromatographed on 200 g of silica gel
9. washeluted with chloroform/methanol (50/1)
10. custom0.6 g of the starting material was recovered from a first eluate
11. customRecrystallization of the residue of a second eluate from benzene