ChemicalBook CAS DataBase List Indolo[3,2-b]carbazole, 5,11-dihydro-5,11-diphenyl-

Indolo[3,2-b]carbazole, 5,11-dihydro-5,11-diphenyl- synthesis

6synthesis methods

Product Name:Indolo[3,2-b]carbazole, 5,11-dihydro-5,11-diphenyl-
CAS Number:58328-30-6
Molecular formula:C30H20N2
Molecular Weight:408.49

108-86-1 Synthesis

108-86-1
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6336-32-9 Synthesis

6336-32-9
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Indolo[3,2-b]carbazole, 5,11-dihydro-5,11-diphenyl-

58328-30-6
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Yield:58328-30-6 85%

Reaction Conditions:

with tris-(dibenzylideneacetone)dipalladium⁽⁰⁾;tri-tert-butyl phosphine;sodium t-butanolate at 160; for 48 h;

Steps:

1 Synthesis of Intermediate 1-2

Synthesis of Intermediate 1-2 (0178) 357.3 mg (0.39 mmol) of Pd₂(dba)₃and 157.9 mg (0.78 mmol) of t-Bu₃P were dissolved in 50 ml of o-xylene, and then, the mixture was stirred for 10 minutes at room temperature. 5 g (19.51 mmol) of 5,11-dihydroindolo[3,2-b]carbazole, 7.35 g (46.82 mmol) of bromobenzene, and 2.25 g (23.41 mmol) of t-BuONa were added thereto, and the result was stirred while refluxing at a temperature of 160° C. for 48 hours. When the reaction was completed, 20 ml of cold distilled water was added thereto, and the reaction solution was extracted by using ethyl acetate. The extraction product was dried by using magnesium sulfate and filtered and then, a solvent was removed therefrom by evaporation. Thereafter, 6.79 g (Yield: 85%) of Intermediate 1-2 (5,11-diphenyl-5,11-dihydroindolo[3,2-b]carbazole) was obtained by column chromatography. EI-MS, m/e, 408.16 (calcd), 408.19 (found)

References:

US9437826,2016,B2 Location in patent:Page/Page column 83; 85

591-50-4 Synthesis