反应详情

温度

-78 °C

To a stirred solution of 1-bromo-4-iodobenzene (93.7 g, 331.21 mmol, 1.10 equiv) in tetrahydrofuran (800 mL) under nitrogen at −78° C. was added dropwise of a solution of butyllithium (150 mL, 2.43 M in THF, 1.05 equiv) during 30 min. The resulting solution was stirred for 2 h at −78° C. To this was then added a solution of tert-butyl 4-oxopiperidine-1-carboxylate (60 g, 301.13 mmol, 1.00 equiv) in tetrahydrofuran (800 mL) dropwise with stirring at −78° C. during 30 min. After stirring for 1 h at −78° C., reaction was carefully quenched with 350 mL of H2O. The resulting mixture was extracted with 2×400 mL of ethyl acetate and the combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. The residue was purified using silica gel column chromatography with ethyl acetate/petroleum ether (1:200-1:10) as eluent to yield 91 g (85%) of the title compound as a yellow oil.

1. stirringwith stirring at −78° C. during 30 min
2. stirringAfter stirring for 1 h at −78° C.
3. customreaction
4. customwas carefully quenched with 350 mL of H2O
5. extractionThe resulting mixture was extracted with 2×400 mL of ethyl acetate
6. dry with materialthe combined organic layers were dried (Na2SO4)
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified