反应详情

温度

-5 °C

To a solution of 5-phenyl-1-triphenylmethyl-1H-tetrazole (2.3 g) in tetrahydrofuran (20 ml) was added dropwise n-butyl lithium (1.6M hexane solution, 4.0 ml) keeping the temperature below -20° C., followed by stirring at -5° C. for one hour. Zinc chloride (1.0M diethyl ether solution, 7.0 ml) was added dropwise keeping the temperature below -30° C., followed by stirring at room temperature for two hours. To the reaction mixture, 3-(4-iodobenzyl)-5-ethyl-2-trifluoroacetylimino-1,3,4-thiadiazoline (1.4 g) and tetrakis(triphenylphosphine)-palladium (100 mg) were added, followed by heating under reflux overnight. After ethyl acetate (50 ml) was added to the reaction mixture, the resulting mixture was washed with 10% aqueous citric acid solution and dried over anhydrous magnesium sulfate, followed by removal through distillation. The residue so obtained was separated by column chromatography on silica gel, whereby 830 mg of the title compound was obtained.

1. customthe temperature below -20° C.
2. customthe temperature below -30° C.
3. stirringby stirring at room temperature for two hours
4. temperatureby heating
5. temperatureunder reflux overnight
6. washthe resulting mixture was washed with 10% aqueous citric acid solution
7. dry with materialdried over anhydrous magnesium sulfate
8. customfollowed by removal through distillation
9. customThe residue so obtained
10. customwas separated by column chromatography on silica gel