反应详情

温度

-40 °C

Isopropyltriphenylphosphonium iodide (6 g, 14 mmoles) was suspended in tetrahydrofuran (120 ml), stirred at -40° C. and treated with n-butyllithium (14 mmoles) dissolved in hexane (2.5M). The mixture was stirred at -40° C. for 15 minutes, cooled to -75° C. and treated with a solution of 1-bromo-11-oxoundecane (2.8 g, 11.5 mmoles) in tetrahydrofuran (30 ml). The mixture was stirred at -75° C. for 15 minutes, allowed to warm to 25° C. and concentrated in vacuo. The residue was triturated with hexane, filtered and the filtrate concentrated in vacuo. The residue was chromatographed on silica gel eluted with hexane to afford 1-bromo-12-methyl-11-tridecene.

1. stirringThe mixture was stirred at -40° C. for 15 minutes
2. temperaturecooled to -75° C.
3. stirringThe mixture was stirred at -75° C. for 15 minutes
4. temperatureto warm to 25° C.
5. concentrationconcentrated in vacuo
6. customThe residue was triturated with hexane
7. filtrationfiltered
8. concentrationthe filtrate concentrated in vacuo
9. customThe residue was chromatographed on silica gel
10. washeluted with hexane