Reaction #1435717

Reaction equation

butane

(2-trimethylsiloxy-ethyl)-cyclopentadiene

butyllithium

hexane

→

lithium (2-trimethylsiloxy-ethyl)-cyclopentadienide

Yield 82.0%

Solvents

ether

Conditions

Workup

1. 1
   workup.ADDITIONThe addition
2. 2
   Otheris realised at −78° C
3. 3
   TemperatureIt is maintained
4. 4
   OtherThen it is dried
5. 5
   Washthe resulting solid washed with hexane
6. 6
   Otherleaving a powdery white solid

Procedure

To 7.33 g of (2-trimethylsiloxy-ethyl)-cyclopentadiene in ether, 16 ml of a 2.5 M butyllithium solution in hexane (40 mmol) is added. The addition is realised at −78° C. The immediate formation of a white solid and butane evolution are observed. It is maintained reacting for 3 hours. Then it is dried; the resulting solid washed with hexane, leaving a powdery white solid. (6.19 g, 33 mmol, Yield: 82%).

Source