反应详情

温度

80 °C

To 1.62 g (3.7 mmol) Trifluoro-methanesulfonic acid 1-(4-trimethylsilanylethynyl-phenyl)-1H-indol-5-yl ester in 5 ml piperidine, 230 mg (0.2 mmol) tetrakis-(triphenylphosphine)-palladium and 40 mg (0.2 mmol) CuI were added. The solution was evaporated and purged with argon three times, before 0.56 ml (6 mmol) 4-pentyn-1-ol were added. The solution was stirred at 80° C. for 2 h. The solution was concentrated and the residue dissolved in 0.5M HCl and ether. The inorganic phase was extracted with ether, the organic phases were washed with water and dried over Na2SO4. Purification on silica gel with CH2Cl2 yielded 980 mg (71%) 5-[1-(4-Trimethylsilanylethynyl-phenyl)-1H-indol-5-yl]-pent-4-yn-1-ol as orange viscous oil, MS: 371 (M).

1. customThe solution was evaporated
2. additionwere added
3. concentrationThe solution was concentrated
4. dissolutionthe residue dissolved in 0.5M HCl
5. extractionThe inorganic phase was extracted with ether
6. washthe organic phases were washed with water
7. dry with materialdried over Na2SO4
8. customPurification on silica gel with CH2Cl2