반응 #358203

반응 방정식

3-pentanone

tert-butylcyclopentadiene

hexane

n-butyllithium

→

yellow liquid

수율 63.0%

3-tert-butyl-6,6-diethylfulvene

수율 63.0%

용매

THF

water

반응 조건

후처리

1. 1
   workup.STIRRINGby stirring at room temperature for 2 days
2. 2
   추출The mixture was subjected to extraction with ether
3. 3
   workup.DISTILLATIONthe solvent was distilled off

실험 절차

To a THF solution of 1.53 g (13 mmol) of tert-butylcyclopentadiene, 9.0 ml (14 mmol) of a hexane solution of n-butyllithium was dropwise added in a nitrogen atmosphere with ice cooling, followed by stirring at room temperature for one night. Then, 1.7 ml (16 mmol) of 3-pentanone was further added at −78° C., followed by stirring at room temperature for 2 days. To the reaction solution, water was added. The mixture was subjected to extraction with ether, then the solvent was distilled off, and the residue was subjected to column chromatography (silica gel, developing solvent: hexane) to obtain 1.50 g of a yellow liquid (yield: 63%) The analyzed values are given below.

출처