반응 #1148667

반응 방정식

1,3,5-Tri-t-butylbenzene

bromine

→

product

수율 46.4%

Bromo-3,5-di-t-butylbenzene

수율 46.4%

용매

carbon tetrachloride

carbon tetrachloride

반응 조건

후처리

1. 1
   기타equipped with an overhead stirrer
2. 2
   workup.ADDITIONthermometer and addition funnel under argon
3. 3
   workup.ADDITIONwere added
4. 4
   workup.ADDITIONwas added
5. 5
   기타quenched
6. 6
   workup.ADDITIONby pouring into ice water
7. 7
   기타The layers were separated
8. 8
   세척the organics washed with 10% sodium hydroxide solution
9. 9
   세척The solution was then washed with salt brine
10. 10
    건조dried over magnesium sulfate
11. 11
    기타The solvent was evaporated
12. 12
    workup.DISTILLATIONthe product was distilled under vacuum twice

실험 절차

1,3,5-Tri-t-butylbenzene (150 g, 0.6 mol) was dissolved in carbon tetrachloride (300 mL) in a three-necked flask which had been painted black to avoid light and equipped with an overhead stirrer, thermometer and addition funnel under argon. Iron pellets (36 g, 0.64 mol) were added and the slurry was cooled to 5° C. t-Butylcatechol (1.0 g) was added and a solution of bromine (201.6 g, 1.26 mol) in carbon tetrachloride (75 mL) was added over a one hour period. The slurry was stirred for an additional 4 hours at 5° C. and quenched by pouring into ice water. The layers were separated and the organics washed with 10% sodium hydroxide solution. The solution was then washed with salt brine and dried over magnesium sulfate. The solvent was evaporated and the product was distilled under vacuum twice to give 75 g of product which was then recrystallized from heptane to give 47 g of pure product (29%).

출처