Reaction #1483123

ord-bd37c4f205544db2acadb02fb6b593e5

Reaction equation

c1ccc2cc(-c3cc4c5ccccc5c5ccccc5c4c4ccccc34)ccc2c1
10-(2-naphthyl)benzo[g]chrysene
BrBr
bromine
Brc1ccc2c(c1)c1ccccc1c1cc(-c3ccc4ccccc4c3)c3ccccc3c21
3-bromo-10-(2-naphthyl)benzo[g]chrysene
Yield 90.0%

Solvents

Conditions

Temperature
100°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturethe resultant was heated
  2. 2
    TemperatureAfter cooling to room temperature
  3. 3
    OtherDeposited solids were separated by filtration
  4. 4
    Washwashed with water
  5. 5
    Dryingwith methanol, and dried
  6. 6
    OtherThe thus obtained solids were purified by means of silica gel column chromatography

Procedure

4.05 g of 10-(2-naphthyl)benzo[g]chrysene and 400 mL of acetic acid were placed in a flask. 1.92 g of bromine was added, and the resultant was heated with stirring at 100° C. for 8 hours. After cooling to room temperature, the reaction solution was poured to 1 L of ice water. Deposited solids were separated by filtration, and washed with water and then with methanol, and dried. The thus obtained solids were purified by means of silica gel column chromatography, whereby 4.35 g (yield: 90%) of 3-bromo-10-(2-naphthyl)benzo[g]chrysene was obtained.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08900724B2uspto-grants-2014_12