반응 #75455

반응 방정식

4-bromobiphenyl

iodine

hexabromobenzene

4-Bromobiphenyl

→

1,2,4,5-tetra-p-biphenylylbenzene

용매

THF

THF

THF

반응 조건

후처리

1. 1
   기타equipped with a condenser, a nitrogen inlet, an additional funnel and a magnetic stirring bar
2. 2
   기타placed in an additional funnel
3. 3
   기타was placed in a 50° C.
4. 4
   workup.ADDITIONwas added dropwise to the reaction
5. 5
   workup.ADDITIONAfter addition
6. 6
   기타the brownish reaction
7. 7
   온도was heated
8. 8
   온도at reflux for another hour
9. 9
   workup.ADDITIONwas added dropwise from an additional funnel to the reaction
10. 10
    기타The reaction was quenched with ice and 8% hydrochloric acid
11. 11
    추출extracted with 400 mL of methylene chloride
12. 12
    세척The organic layer was washed with saturated sodium chloride solution
13. 13
    건조dried over magnesium sulfate
14. 14
    기타Solvent was evaporated
15. 15
    세척the crude product was washed with hexane
16. 16
    여과filtered
17. 17
    기타to give pure product

실험 절차

Dry Mg turnings (3.9 g, 0.16 mol) and 30 mL of anhydrous THF were added to a 1 L 3-necked round-bottomed flask equipped with a condenser, a nitrogen inlet, an additional funnel and a magnetic stirring bar. 4-Bromobiphenyl (37.2 g, 0.16 mol) was dissolved in 150 mL of THF and placed in an additional funnel. The reaction flask was placed in a 50° C. oil bath and one crystal of iodine was added. Once the reaction started 4-bromobiphenyl was added dropwise to the reaction. After addition, the brownish reaction was heated at reflux for another hour and then cooled to room temperature. A suspension of hexabromobenzene (11.0 g, 0.02 mol) in 150 mL of THF was added dropwise from an additional funnel to the reaction and the mixture was stirred at room temperature overnight. The reaction was quenched with ice and 8% hydrochloric acid and extracted with 400 mL of methylene chloride. The organic layer was washed with saturated sodium chloride solution and dried over magnesium sulfate. Solvent was evaporated and the crude product was washed with hexane and filtered to give pure product.

출처