反应详情

Thiophene (1.150 g, 13.60 mmol) was dissolved in diethyl ether (50 mL, sodium benzophenone ketyl) under argon. n-Butyl lithium (5.10 mL, 13.60 mmol) was added quickly with a syringe under evolution of heat. The resulting mixture was stirred for 1 hour and 15 minutes at room temperature. After cooling to -75° C., benzoylpyridine (2.50 g, 13.6 mmol) dissolved in THF (10 mL) was added over a period of 10 minutes and the resulting mixture was stirred for 60 hours at room temperature. The resulting thick yellow suspension was diluted with THF (100 mL) and NaH2PO4 buffer (1.25M, 100 mL) was added. The organic layer was separated and washed with more NaH2PO4 buffer (2×30 mL, 1.25M), dried (Na2SO4) and evaporated yielding 3.24 g of crude material. Chromatography (flash, TLC gel 125 g, CH2Cl2 :diethyl ether 4:6) yielded 1.83 g (6.85 mmol, 50%) of the title compound.

1. temperatureof heat
2. temperatureAfter cooling to -75° C.
3. additionwas added over a period of 10 minutes
4. stirringthe resulting mixture was stirred for 60 hours at room temperature
5. additionwas added
6. customThe organic layer was separated
7. washwashed with more NaH2PO4 buffer (2×30 mL, 1.25M)
8. dry with materialdried (Na2SO4)
9. customevaporated
10. customyielding 3.24 g of crude material