反应详情

500 mg (1.16 mmol) of 3-[3-[2-(4-bromophenyl)-5,5-dimethyl-1,3-dioxane-2-yl]propoxy]benzonitrile and 114 mg (1.27 mmol) of copper (1) cyamide were stirred in 1 ml of dimethylformamide at 140° C. overnight. Saturated aqueous sodium hydrogencarbonate solution was added to the resultant mixture. After the extraction with ethyl acetate, the organic layer was washed with saturated aqueous NaCl solution, and then dried over anhydrous magnesium sulfate. The solvent was evaporated. 10 ml of ethanol and 2 ml of 6 N hydrochloric acid were added to the residue, and the resultant mixture was heated under reflux for 5 hours. The solvent was evaporated. 1 N hydrochloric acid was added to the residue. After the extraction with ethyl acetate, the extract was washed with saturated aqueous NaCl solution and then dried over anhydrous magnesium sulfate. The solvent was evaporated. The residue was purified by the silica gel chromatography with ethyl acetate hexane as the extractant to obtain the title compound.

1. extractionAfter the extraction with ethyl acetate
2. washthe organic layer was washed with saturated aqueous NaCl solution
3. dry with materialdried over anhydrous magnesium sulfate
4. customThe solvent was evaporated
5. addition10 ml of ethanol and 2 ml of 6 N hydrochloric acid were added to the residue
6. temperaturethe resultant mixture was heated
7. temperatureunder reflux for 5 hours
8. customThe solvent was evaporated
9. addition1 N hydrochloric acid was added to the residue
10. extractionAfter the extraction with ethyl acetate
11. washthe extract was washed with saturated aqueous NaCl solution
12. dry with materialdried over anhydrous magnesium sulfate
13. customThe solvent was evaporated
14. customThe residue was purified by the silica gel chromatography with ethyl acetate hexane as the extractant