Reaktion #834156

Reaktionsgleichung

n-butyllithium

2,7-di-tert-butylfluorene

diethyl ether

dichlorodicyclohexylsilane

→

chlorodicyclohexyl(2,7-di-tert-butylfluorenyl)silane

Ausbeute 101.8%

Lösungsmittel

n-hexane

n-hexane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA 300 ml two-necked flask equipped with a three-way cock, a dropping funnel and a magnetic stirrer
2. 2
   Sonstigewas thoroughly purged with nitrogen
3. 3
   TemperaturWith cooling in an ice bath
4. 4
   SonstigeSeparately, a 500 ml three-necked flask equipped with a 100 ml
5. 5
   workup.ADDITIONwere introduced into the flask
6. 6
   TemperaturWith the flask cooled in a dry ice/methanol bath
7. 7
   workup.ADDITIONthe above-prepared solution was dropwise added over a period of 1 hour by means of the dropping funnel
8. 8
   Sonstigeto rise gradually to room temperature
9. 9
   workup.STIRRINGthe contents were stirred for 3 days in a nitrogen atmosphere
10. 10
    FiltrationThe resulting slurry was filtered
11. 11
    Sonstigeto remove solids
12. 12
    workup.DISTILLATIONthe solvent of the filtrate was distilled away under reduced pressure

Vorschrift

A 300 ml two-necked flask equipped with a three-way cock, a dropping funnel and a magnetic stirrer, was thoroughly purged with nitrogen. Into the flask was introduced 2,7-di-tert-butylfluorene 3.01 g (10.81 mmol), and dissolved by addition of dehydrated diethyl ether 60 ml. With cooling in an ice bath, 1.56 mol/L n-hexane solution of n-butyllithium, 6.9 ml (11.0 mmol), was added to the solution, and the mixture was stirred in a nitrogen atmosphere at room temperature for 20 hours. Separately, a 500 ml three-necked flask equipped with a 100 ml dropping funnel, a three-way cock and a magnetic stirrer was thoroughly purged with nitrogen, and dehydrated n-hexane 120 ml and dichlorodicyclohexylsilane 2.6 ml (11.0 mmol) were introduced into the flask. With the flask cooled in a dry ice/methanol bath, the above-prepared solution was dropwise added over a period of 1 hour by means of the dropping funnel. While allowing the liquid temperature to rise gradually to room temperature, the contents were stirred for 3 days in a nitrogen atmosphere. The resulting slurry was filtered to remove solids, and the solvent of the filtrate was distilled away under reduced pressure to obtain 5.5 g of chlorodicyclohexyl(2,7-di-tert-butylfluorenyl)silane as a light yellow solid (11.0 mmol, 100% yield). The 1H NMR spectrum as measured with respect to the chlorodicyclohexyl(2,7-di-tert-butylfluorenyl)silane is given below:

Quelle