反应详情

温度

-20 °C

A 250 ml roundbottom flask equipped with a condenser, stirrer, thermometer and dropping funnel with nitrogen inlet was charged with 100 ml THF in which pentamethylbenzyl chloride (19.8 g, 0.10 mol) was dissolved. The solution was cooled to -20° C. and sodium cyclopentadienyl (60 ml, 2.0 M in THF) was added; the solution was stirred for 48 hours at 22° C. GC analysis showed 90% conversion to pentamethylcyclopentadienyl. A precipitate was filtered off and the solvent was evaporated. The remaining residue was recrystallized from hot dichloromethane/petroleum ether. After recrystallization, pentamethylcyclopentadiene (16 g) was obtained. The product was characterized by GC, GC-MS, 13C and 1H NMR.

1. customA 250 ml roundbottom flask equipped with a condenser, stirrer
2. dissolutionwas dissolved
3. filtrationA precipitate was filtered off
4. customthe solvent was evaporated
5. customThe remaining residue was recrystallized from hot dichloromethane/petroleum ether
6. customAfter recrystallization