ChemicalBook CAS DataBase List DIBENZO(A,K)FLUORANTHENE

DIBENZO(A,K)FLUORANTHENE synthesis

6synthesis methods

Product Name:DIBENZO(A,K)FLUORANTHENE
CAS Number:84030-79-5
Molecular formula:C24H14
Molecular Weight:302.37

1321814-55-4
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84030-79-5
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Yield:84030-79-5 83%

Reaction Conditions:

with 1,8-diazabicyclo[5.4.0]undec-7-ene;bis-triphenylphosphine-palladium(II) chloride in N,N-dimethyl-formamide at 140;Inert atmosphere;

Steps:

1.3

(3) Synthesis of Intermediate A3In the atmosphere of nitrogen, the intermediate A2 (6.2 g, 16 mmol), dicyclobis(triphenylphosphine)palladium (II) (1.1 g, 1.6 mmol, 10% Pd), 1,8-diazabicyclo[5.4.0]-7-undecene (3.6 g, 24 mmol, 1.5 eq.) were dissolved in 70 ml of anhydrous DMF (N,N-dimethylformamide), followed by stirring at 140° C. The reaction mixture was diluted with toluene (100 ml), filtered out through celite 545, and washed with toluene (100 ml). The solvent was distilled off from the filtrate, whereby a dark yellowish solid was obtained. The solid was purified by column chromatography (silica gel/dichloromethane), whereby a yellowish solid (4.0 g, 83%) was obtained.¹H-NMR (400 MHz, CDCl₃, TMS) δ: 7.50-7.57 (3H, m), 7.65-7.74 (2H, m), 7.94-8.05 (4H, m), 8.15 (1H, d, J=9 Hz), 8.37 (1H, s), 8.44 (1H, s), 8.73 (1H, s), 8.89 (1H, d, J=9 Hz)

References:

US2012/298203,2012,A1 Location in patent:Page/Page column 11

1564-64-3 Synthesis