Reacción #2329027

ord-2a1f987398f446249d201859d56748c2

Ecuación de reacción

CCCCC(CC)COc1ccc2c(Br)c3cc(OCC(CC)CCCC)ccc3c(Br)c2c1
9,10-dibromo-2,6-di(2-ethylhexyloxy) anthracene
CC(C)[CH2][Al+][CH2]C(C)C.Cc1ccccc1.[H-]
diisobutylaluminum hydride toluene
CCCCC(CC)COc1ccc2c(-c3ccc(C=C(c4ccccc4)c4ccccc4)cc3)c3cc(OCC(CC)CCCC)ccc3c(-c3ccc(C=C(c4ccccc4)c4ccccc4)cc3)c2c1
powder
CCCCC(CC)COc1ccc2c(-c3ccc(C=C(c4ccccc4)c4ccccc4)cc3)c3cc(OCC(CC)CCCC)ccc3c(-c3ccc(C=C(c4ccccc4)c4ccccc4)cc3)c2c1
9,10-bis[4(2,2-diphenylethenyl)phenyl]-2,6-di (2-ethylhexyloxy) anthracene

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONAdded into a 500 ml three-necked flask
  2. 2
    Otroequipped with a condenser under a gaseous stream of argon
  3. 3
    Temperaturathey were heated
  4. 4
    OtroAfter the completion of the reaction
  5. 5
    Filtraciónthe precipitates were filtered
  6. 6
    Lavadowashed with methanol 50 ml

Procedimiento

Added into a 500 ml three-necked flask equipped with a condenser under a gaseous stream of argon were 9,10-dibromo-2,6-di(2-ethylhexyloxy) anthracene 0.6 g (1 mmole), dichlorobis(triphenylphosphine) palladium 0.04 g (5 mole %), diisobutylaluminum hydride/toluene solution 0.1 ml (1 M, 0.1 mmole) and THF 10 ml. After the above-mentioned Grignard reagent was added dropwise to them at room temperature, they were heated and stirred overnight. After the completion of the reaction, the reaction solution was cooled with ice water, the precipitates were filtered and washed with methanol 50 ml followed by acetone 50 ml to give the yellow powder 0.56 g. This was identified as Compound 10 by NMR, IR and field desorption mass spectra measurements (FD-MS) (yield 60%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07670506B1uspto-grants-2010_03