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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919180Generated: November 1, 2026

1,3-Diphenylisobenzofuran → 3-Bromo-7,12-diphenylbenzo[k]fluoranthene

https://huagongshe.com/reaction/919180

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DiphenylisobenzofuranHCID 21649—
Reactant5-BromoacenaphthyleneHCID 12244403—
SolventTolueneHCID 1140—
Product3-Bromo-7,12-diphenylbenzo[k]fluorantheneHCID 1079098274.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 14.9 g (55.2 mmol) of 1,3-diphenylisobenzofuran, 12.8 g (55.2 mmol) of 5-bromoacenaphthylene, and 50 mL of toluene was stirred for 16 hours under heat refluxing. After distilling off the solvent, 1,200 mL of acetic acid was added, and the mixture was heated at 80° C. To this mixture, 150 mL of a 48% HBr aqueous solution was added, and the mixture was stirred at 80° C. for one hour. After cooling the resultant mixture to room temperature, a precipitate was collected by filtration and washed with methanol. The resulting yellow solid was recrystallized from 200 mL of toluene. A crystal was collected by filtration to obtain 19.8 g (yield: 74%) of 3-bromo-7,12-diphenylbenzo[k]fluoranthene as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273002B2
Source datasetuspto-grants-2016_03
ORD IDord-739d09d02b624b4cbf1f7330d265667b
Source noteuspto-grants-2016_03