반응 #2368292

ord-05230fbb9cf746e5884e472c3e17b3ec

반응 방정식

c1ccc2c(c1)c1ccccc1c1ccccc21
triphenylene
BrBr
bromine
Brc1ccc2c3ccccc3c3ccccc3c2c1
product
수율 69.8%
Brc1ccc2c3ccccc3c3ccccc3c2c1
2-bromotriphenylene
수율 69.8%

시약

없음

반응 조건

온도
80°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The reaction was quenched
  2. 2
    workup.ADDITIONby pouring into ice water
  3. 3
    추출extracted with dichloromethane
  4. 4
    세척washed with saturated sodium bisulfite solution
  5. 5
    건조After drying with magnesium sulfate
  6. 6
    기타the solvent was evaporated

실험 절차

3.2 g (14 mmol) of triphenylene was dissolved in 60 mL of trimethyl phosphate. To the suspension was added 2.23 g (14 mmol) of bromine in 10 mL of trimethyl phosphate at room temperature under N2. The mixture was then heated up to 80° C. The reaction was monitored by HPLC. The reaction was quenched by pouring into ice water, then extracted with dichloromethane and washed with saturated sodium bisulfite solution. After drying with magnesium sulfate, the solvent was evaporated. The crude product was run through a short silica gel plug using dichloromethane. 3.0 g of product was obtained after drying under vacuum. The product contains triphenylene, 1-bromotriphenylene, 2-bromotriphenylene, and a mixture of dibromotriphenylene isomers.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09139494B2uspto-grants-2015_09