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HRID 532093作成日:2026年10月26日

Carbazole → 9-(4'-Iodo-[1,1'-biphenyl]-4-yl)-9H-carbazole

https://huagongshe.com/reaction/532093

反応式

関与物質

役割名称HCID仕込み量
反応物CarbazoleHCID 6854—
反応物Potassium CarbonateHCID 11430—
反応物18-Crown-6HCID 28557—
反応物4,4'-Diiodo-1,1'-biphenylHCID 76348—
触媒Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
溶媒WaterHCID 962—
溶媒2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 81646—
生成物9-(4'-Iodo-[1,1'-biphenyl]-4-yl)-9H-carbazoleHCID 5388980789%

反応条件

温度170 °C

反応手順

Initially, 49 g (120 mmol) of diiodobiphenyl, 17 g (100 mmol) of carbazole, 1.0 g (5.0 mmol) of copper(I) iodide, 1.3 g (5.0 mmol) of 18-crown-6-ether, 10 g (75 mmol) of potassium carbonate, 40 mL of 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (abbreviation: DMPU) were put in a 500 mL three-neck flask, and the atmosphere of the flask was substituted by nitrogen. The mixture was stirred at 170° C. for 6.5 hours. After stirring, water was added to the mixture and the mixture was filtrated to give a precipitate. The precipitate was washed with 1M hydrochloric acid, water, an aqueous solution of sodium hydrogen carbonate, and water in this order, and then was recrystallized from a mixture solution of toluene and hexane. The resulting solid was recrystallized from chloroform to give 40 g of the target substance, white powder of 9-(4′-iodobiphenyl-4-yl)-9H-carbazole in a yield of 89%.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08852758B2
出典データセットuspto-grants-2014_10
ORD IDord-2f45593c145747d095d7186bc097f9d7
出典メモuspto-grants-2014_10