反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
A reaction vessel equipped with a dropping funnel was charged with 40 ml of dehydrated tetrahydrofuran and 2.15 ml (25.9 mmol) of cyclopentadiene under a nitrogen atmosphere. Then, 18.0 mL (28.5 mmol) of a 1.58 mol/L hexane solution of n-butyllithium was slowly added dropwise while cooling this solution to 0° C., and the mixture was stirred. Subsequently, the dropping funnel was charged with a solution prepared by dissolving 5.00 g (19.9 mmol) of 4,4′-dichlorobenzophenone in 30 ml of dehydrated tetrahydrofuran was placed in. The solution was slowly added dropwise while cooling to −0° C. Thereafter, the mixture was left to stand and the temperature thereof was returned to room temperature. The mixture was then stirred for one day. This reaction solution was subjected to extraction with diethyl ether. The organic layer was washed with 1 N hydrochloric acid, a saturated aqueous solution of sodium hydrogen carbonate and saturated brine. The organic phase collected by separation was dried over anhydrous magnesium sulfate. Subsequently, magnesium sulfate was separated by filtration, and the filtrate was subjected to distillation under reduced pressure with use of a rotary evaporator to remove the solvent. The residue was purified by using a silica gel column to obtain a target product (yield 3.37 g (57%)). The target product was identified by 1H-NMR.
WORKUP
后处理
- customA reaction vessel equipped with a dropping funnel
- additionSubsequently, the dropping funnel was charged with a solution
- customprepared
- additionThe solution was slowly added dropwise
- temperaturewhile cooling to −0° C
- waitThereafter, the mixture was left
- customthereof was returned to room temperature
- stirringThe mixture was then stirred for one day
- extractionThis reaction solution was subjected to extraction with diethyl ether
- washThe organic layer was washed with 1 N hydrochloric acid
- customThe organic phase collected by separation
- dry with materialwas dried over anhydrous magnesium sulfate
- customSubsequently, magnesium sulfate was separated by filtration
- distillationthe filtrate was subjected to distillation under reduced pressure with use of a rotary evaporator
- customto remove the solvent
- customThe residue was purified
- customto obtain a target product (yield 3.37 g (57%))