Reaktion #621993

ord-3786fd58829b4418912ab428e35d8e12

Reaktionsgleichung

Brc1c2ccccc2cc2ccccc12
9-bromoanthracene
OBO
boronic acid
O=C([O-])[O-].[Na+].[Na+]
sodiumcarbonate
c1ccc2cc(-c3c4ccccc4cc4ccccc34)ccc2c1
9-(naphthalene-2-yl)anthracene
Ausbeute 173.5%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturit was refluxed
  2. 2
    Temperaturon heating for 7 hours
  3. 3
    Temperaturto cool
  4. 4
    Sonstigethe crystal precipitated
  5. 5
    Filtrationwas filtrated it
  6. 6
    Waschenwas washed by ethanol and toluene
  7. 7
    SonstigeThe crystal obtained
  8. 8
    Sonstigewas recrystallized in toluene
  9. 9
    Filtrationby filtering
  10. 10
    Sonstigedrying

Vorschrift

22.5 g of 9-bromoanthracene, 15.8 g of 2-naphthelene boronic acid and 2.0 g of tetrakis(triphenylphophine)palladium were mixed, followed by argon displacement. After adding 150 ml of toluene and 140 ml of 2M sodiumcarbonate aqueous solution thereto, it was refluxed on heating for 7 hours. After standing to cool, the crystal precipitated was filtrated it was washed by ethanol and toluene. The crystal obtained was recrystallized in toluene, followed by filtering and drying, and then 23.1 g of 9-(naphthalene-2-yl)anthracene was obtained (yield: 87%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08853675B2uspto-grants-2014_10