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HRID 1300作成日:2026年10月24日

1,10-Phenanthroline → [1,1'-Biphenyl]-4-amine, N,N-bis(3,4-dimethylphenyl)-

https://huagongshe.com/ja/reaction/1300

反応式

関与物質

役割名称HCID仕込み量
反応物1,10-PhenanthrolineHCID 1318—
反応物Potassium HydroxideHCID 14797—
反応物4-IodobiphenylHCID 15322—
反応物Bis(3,4-dimethylphenyl)amineHCID 614511—
溶媒TolueneHCID 1140—
生成物[1,1'-Biphenyl]-4-amine, N,N-bis(3,4-dimethylphenyl)-HCID 10595766—

反応条件

温度120 °C

反応手順

In a 500 milliliter round bottomed flask equipped with mechanical stirrer and fitted with a Dean-Stark trap under a reflux condenser were placed 12.39 grams (0.055 mole) of bis(3,4-dimethylphenyl)amine, 14 grams (0.050 mole) of 4-iodobiphenyl, 0.25 gram (0.0025 mole) of cuprous chloride, 0.45 gram (0,0025 mole) of 1,10-phenanthroline, 22.44 grams (0.4 mole) of flake potassium hydroxide and 20 milliliters of toluene solvent. The reaction was heated quickly to a reflux temperature of 120° C. and maintained at this temperature for 4 hours after which time chromatographic analysis revealed the reaction to be complete. The reaction was cooled to room temperature, about 25° C., and partitioned between 200 milliliters of toluene and 150 milliliters of deionized water. The resulting organic layer was separated and water removed by azeotropic distillation of the solvent under a Dean-Stark trap. The product was decolorized by slurry treating the toluene solution with 10 grams of Filtrol-24™, an acid washed clay, and 10 grams of Alcoa CG-20 alumina. After 3 hours stirring at reflux, the solution was hot filtered to remove the clay and alumina, and cooled to room temperature. Evaporation of the solvent and recrystallization from octane provided the above product compound in a yield of 10.2 grams (76 percent) and which product melted at 113.8° C. This product of N,N-bis(3,4-dimethylphenyl)-4-biphenylamine was suitable for further purification by conventional means to afford electronic grade, about 99 percent pure, product. The above total reaction time was an accelerated 4 hours.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05723669
出典データセットuspto-grants-1998_03
ORD IDord-84448ea235a5434095bfa277b099b79d
出典メモuspto-grants-1998_03