반응 #486528

반응 방정식

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

수율 47.0%

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

수율 47.0%

용매

tetrahydrofuran

hexane

tetrahydrofuran

반응 조건

후처리

1. 1
   기타A slight exotherm of 10° C.
2. 2
   온도The reaction mixture is then heated
3. 3
   온도at reflux for two hours during which time an orange suspension forms
4. 4
   온도The reaction mixture is cooled to -40° C
5. 5
   기타Then to the cooled reaction mixture
6. 6
   온도to warm to ambient temperature
7. 7
   workup.ADDITIONafter the addition
8. 8
   온도The reaction mixture is then heated
9. 9
   온도at reflux for six hours
10. 10
    온도After cooling
11. 11
    여과the mixture is filtered
12. 12
    농축the filtrate is concentrated under reduced pressure
13. 13
    기타The residue formed
14. 14
    기타is triturate with 150 mL of hexane
15. 15
    기타The resultant solid is recrystallized from acetonitrile/tetrahydrofuran mixture

실험 절차

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.

출처