反应详情

温度

65 °C

15.7 g (60 mmol) of triphenylphosphine, 6.7 g (30 mmol) of palladium(II) acetate, 5.7 g (30 mmol) of copper(I) iodide and 155.6 g (1.9 mmol) of tert-butylacetylene are added consecutively to a solution of 194.7 g (1 mol) of 2-chloro-3-cyano-6-tert-butylpyridine, S28, in a mixture of 1800 ml of DMF and 1000 ml of triethylamine, and the mixture is stirred at 65° C. for 4 h. After cooling, the precipitated triethylammonium hydrochloride is filtered off with suction, rinsed with 300 ml of DMF. The filtrate is freed from the solvents in vacuo. The oily residue is taken up in 1000 ml of ethyl acetate, the solution is washed five times with 500 ml of water each time and once with 500 ml of saturated sodium chloride solution, and the organic phase is dried over magnesium sulfate. After removal of the ethyl acetate in vacuo, the black oily residue is subjected to bulb-tube distillation (p about 10−2 mbar, T=120-140° C.). Yield: 190.6 g (793 mmol), 79%. Purity: >97% according to 1H-NMR.

1. temperatureAfter cooling
2. filtrationthe precipitated triethylammonium hydrochloride is filtered off with suction
3. washrinsed with 300 ml of DMF
4. washthe solution is washed five times with 500 ml of water each time
5. dry with materialonce with 500 ml of saturated sodium chloride solution, and the organic phase is dried over magnesium sulfate
6. customAfter removal of the ethyl acetate in vacuo
7. customthe black oily residue is subjected to bulb-tube
8. distillationdistillation (p about 10−2 mbar, T=120-140° C.)