反应 #1904046

ord-3f88218d47d6417394016e6ff5599050

反应方程式

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
收率 38.6%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度Then, the mixture was refluxed
  2. 2
    workup.STIRRINGwith stirring for 5 hours under nitrogen flow
  3. 3
    温度the reaction mixture was cooled to room temperature
  4. 4
    其他was separated by filtration
  5. 5
    洗涤The crystal was washed with acetone
  6. 6
    其他recrystallized with a mixed solvent of toluene/ethanol
  7. 7
    其他crystallize with methanol

实验过程

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%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07597955B2uspto-grants-2009_10