ChemicalBook CAS DataBase List 9,9'-(5-bromo-1,3-phenylene)bis(9H-carbazole)

9,9'-(5-bromo-1,3-phenylene)bis(9H-carbazole) synthesis

6synthesis methods

Product Name:9,9'-(5-bromo-1,3-phenylene)bis(9H-carbazole)
CAS Number:750573-24-1
Molecular formula:C30H19BrN2
Molecular Weight:487.39

461-96-1 Synthesis

461-96-1
478 suppliers
$6.00/10g

86-74-8 Synthesis

86-74-8
336 suppliers
$10.00/5g

9,9'-(5-bromo-1,3-phenylene)bis(9H-carbazole)

750573-24-1
87 suppliers
$45.00/10mg

Yield:750573-24-1 93%

Reaction Conditions:

Stage #1: 9H-carbazolewith potassium tert-butylate at 120 - 140;
Stage #2: 3,5-difluorobromobenzene for 2 h;

Steps:

Synthesis of Intermediate (G)

10.29 g (61.55 mmol) of carbazole and 7.25 g (64.63 mmol) of potassium tert-butoxide were mixed with 30 mL of 1,3-dimethyl-2-imidazolidinone at a temperature of 120° C. Subsequently, the temperature was raised to 140° C. Next, 5.94 g (30.78 mmol) of 1-bromo-3,5-difluorobenzene was added thereto, followed by stirring for 2 hours. Once the reaction was complete, the resulting mixture was cooled to room temperature, followed by addition of a sodium chloride aqueous solution. The organic layer was extracted by using dichloromethane, and the organic extract was dried with magnesium sulfate. Subsequently, the dry organic extract was filtered and concentrated under reduced pressure. The resulting residue was separated and purified by silica gel column chromatography to obtain a desired compound, 14.10 g of Intermediate (G) (at a yield of 93%). LC-Mass (calculated value: 486.07 g/mol, measured value: M+1=487 g/mol)

References:

US2019/229276,2019,A1 Location in patent:Paragraph 0386-0388

626-39-1 Synthesis