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HRID 1253385作成日:2026年10月27日

Hexane → 2-(3-Fluorophenyl)-dibenzo[f,h]quinoxaline

https://huagongshe.com/reaction/1253385

反応式

関与物質

役割名称HCID仕込み量
反応物HexaneHCID 8058—
反応物1-Bromo-3-fluorobenzeneHCID 14082—
反応物Dibenzo(f,h)quinoxalineHCID 252644—
反応物ButyllithiumHCID 178418339—
溶媒WaterHCID 962—
溶媒DichloromethaneHCID 6344—
溶媒TetrahydrofuranHCID 8028—
生成物2-(3-Fluorophenyl)-dibenzo[f,h]quinoxalineHCID 5773011223%

反応条件

温度-78 °C

反応手順

First, under a nitrogen atmosphere, 27.5 mL (1.58 mol/L) of a hexane solution of n-butyllithium was dripped into a mixed solution of 6.87 g of 3-bromofluorobenzene and 40 mL of tetrahydrofuran at −78° C. Then, with the temperature maintained at −78° C., the mixture was stirred for 2 hours. To the obtained solution was added 7.54 g of dibenzo[f,h]quinoxaline in five additions at −78° C. The mixture was heated to room temperature,and stirred for 12 hours with the temperature maintained at room temperature. Water was added to this mixture and dichloromethane was used as an extraction solvent, so that an organic layer was extracted. The obtained organic layer was dried with anhydrous magnesium sulfate. The solution obtained by the drying was filtrated. The solvent of this solution was distilled off, and then, by recrystallization with ethanol, the organometallic complex of the present invention, Hdbq-3FP, which was the target substance, was obtained (a light-orange powder, yield: 23%). Synthesis scheme of Step 1 is shown in (a-2) below.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08455111B2
出典データセットuspto-grants-2013_06
ORD IDord-9ce8d8eff8144a85b70142db6700de48
出典メモuspto-grants-2013_06