반응 #1904046

ord-3f88218d47d6417394016e6ff5599050

반응 방정식

Cc1ccccc1
toluene
OB(O)c1ccc(-n2c(-c3ccccc3)cc3ccccc32)cc1
4-(2-phenylindole-1-yl)phenyl boronic acid
Brc1ccc(-n2c3ccccc3c3ccccc32)cc1
9-(4-bromophenyl)carbazole
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
c1ccc(-c2cc3ccccc3n2-c2ccc(-c3ccc(-n4c5ccccc5c5ccccc54)cc3)cc2)cc1
4-(2-phenylindole-1-yl)-4′-(carbazole-9-yl)biphenyl
수율 38.6%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도Then, the mixture was refluxed
  2. 2
    workup.STIRRINGwith stirring for 5 hours under nitrogen flow
  3. 3
    온도the reaction mixture was cooled to room temperature
  4. 4
    기타was separated by filtration
  5. 5
    세척The crystal was washed with acetone
  6. 6
    기타recrystallized with a mixed solvent of toluene/ethanol
  7. 7
    기타crystallize with methanol

실험 절차

0.78 g (2.49 mmole) of 4-(2-phenylindole-1-yl)phenyl boronic acid and 0.80 g (2.48 mmole) of 9-(4-bromophenyl)carbazole were put in a 20 ml three-necked flask, and 2.5 ml of toluene, 1.5 ml of ethanol, and 2.5 ml of 2M-sodium carbonate solution were put therein, and 0.09 g (0.08 mmole) of tetrakis-(triphenylphosphine) palladium (0) was added under stirring at room temperature under nitrogen flow. Then, the mixture was refluxed with stirring for 5 hours under nitrogen flow. After the reaction was completed, the reaction mixture was cooled to room temperature and deposited crystal was separated by filtration. The crystal was washed with acetone and recrystallized with a mixed solvent of toluene/ethanol. The obtained crystal was refined by alumina column chromatography (eluent:toluene) and crystallize with methanol to give 0.49 g of a white crystal of 4-(2-phenylindole-1-yl)-4′-(carbazole-9-yl)biphenyl (Exemplary Compound No. 34)(yield: 38.6%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07597955B2uspto-grants-2009_10