Reaktion #486528

Reaktionsgleichung

N,N,N',N'-tetramethylethylenediamine

ferrocene

n-butyl lithium

2,4,8,10-tetrakis(tert-butyl)-6-chloro-dibenzo[d,f][1,3,2]dioxaphosphepin

→

light brown solid

Ausbeute 47.0%

1,1'-Bis[2,4,8,10-tetrakis(tert-butyl)-dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl]ferrocene

Ausbeute 47.0%

Lösungsmittel

tetrahydrofuran

hexane

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA slight exotherm of 10° C.
2. 2
   TemperaturThe reaction mixture is then heated
3. 3
   Temperaturat reflux for two hours during which time an orange suspension forms
4. 4
   TemperaturThe reaction mixture is cooled to -40° C
5. 5
   SonstigeThen to the cooled reaction mixture
6. 6
   Temperaturto warm to ambient temperature
7. 7
   workup.ADDITIONafter the addition
8. 8
   TemperaturThe reaction mixture is then heated
9. 9
   Temperaturat reflux for six hours
10. 10
    TemperaturAfter cooling
11. 11
    Filtrationthe mixture is filtered
12. 12
    Einengenthe filtrate is concentrated under reduced pressure
13. 13
    SonstigeThe residue formed
14. 14
    Sonstigeis triturate with 150 mL of hexane
15. 15
    SonstigeThe resultant solid is recrystallized from acetonitrile/tetrahydrofuran mixture

Vorschrift

To a solution of 9.5 g (50 mmol) of ferrocene in 250 mL of hexane is added dropwise 67 mL of a 1.6M solution of n-butyl lithium at ambient temperature. The reaction mixture is stirred for 20 minutes and then to the resultant red suspension is added 12.0 g (103 mmol) of N,N,N',N'-tetramethylethylenediamine. A slight exotherm of 10° C. is observed. The reaction mixture is then heated at reflux for two hours during which time an orange suspension forms. The reaction mixture is cooled to room temperature and 100 mL of tetrahydrofuran is then added. The reaction mixture is cooled to -40° C. Then to the cooled reaction mixture is added dropwise a solution of 51.8 g (109 mmol) of 2,4,8,10-tetrakis(tert-butyl)-6-chloro-dibenzo[d,f][1,3,2]dioxaphosphepin in 100 mL of tetrahydrofuran. The reaction mixture is allowed to warm to ambient temperature after the addition is complete. The reaction mixture is then heated at reflux for six hours. After cooling, the mixture is filtered and the filtrate is concentrated under reduced pressure. The residue formed is triturate with 150 mL of hexane. The resultant solid is recrystallized from acetonitrile/tetrahydrofuran mixture to give 25 g (47% yield) of a light brown solid.

Quelle