تفاعل #2045082

ord-734cbe2005514f718471752ad99bebab

معادلة التفاعل

CC(=O)n1c2ccccc2c2cc(-c3cccc(Br)c3)ccc21
1-(3-(3-bromophenyl)-9H-carbazol-9-yl)ethanone
CC1(C)OB(c2cccc(-n3c4ccccc4c4ccccc43)c2)OC1(C)C
9-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole
COc1cccc(OC)c1-c1ccccc1P(C1CCCCC1)C1CCCCC1
SPhos
O=P([O-])([O-])[O-].[K+].[K+].[K+]
K3PO4
CC(=O)n1c2ccccc2c2cc(-c3cccc(-c4cccc(-n5c6ccccc6c6ccccc65)c4)c3)ccc21
1-(3-(3′-(9H-carbazol-9-yl)-[1,1′-biphenyl]-3-yl)-9H-carbazol-9-yl)ethanone
المردود 89.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىthe organic solution was isolated
  2. 2
    أخرىUpon evaporation of the solvent
  3. 3
    أخرىthe residue was purified by column chromatography on silica gel with hexane/DCM (1/1 to 1/4, v/v) as eluent

الإجراء التجريبي

A mixture solution of 1-(3-(3-bromophenyl)-9H-carbazol-9-yl)ethanone (2.50 g, 6.86 mmol), 9-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole (2.53 g, 6.86 mmol), Pd2(dba)3 (0.063 g, 0.069 mmol), (SPhos) (0.056 g, 0.137 mmol) and K3PO4 (4.74 g, 20.59 mmol) in toluene (180 mL) and water (5 mL) was refluxed under N2 overnight. After cooling to room temperature, the organic solution was isolated. Upon evaporation of the solvent, the residue was purified by column chromatography on silica gel with hexane/DCM (1/1 to 1/4, v/v) as eluent to yield 1-(3-(3′-(9H-carbazol-9-yl)-[1,1′-biphenyl]-3-yl)-9H-carbazol-9-yl)ethanone (3.2 g, 89%) as a white solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08409729B2uspto-grants-2013_04