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HRID 2091440作成日:2026年10月27日

Toluene → N4,N4,N4'-Triphenyl-[1,1'-biphenyl]-4,4'-diamine

https://huagongshe.com/reaction/2091440

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Potassium Phosphate, TribasicHCID 62657—
反応物4-BromodiphenylamineHCID 6425786—
反応物4-(Diphenylamino)phenylboronic Acid (contains varying amounts of Anhydride)HCID 12166934—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
触媒2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
溶媒WaterHCID 962—
生成物N4,N4,N4'-Triphenyl-[1,1'-biphenyl]-4,4'-diamineHCID 2201329581.4%

反応手順

4-(diphenylamino)phenylboronic acid (4.87 g, 16.8 mmol), 4-bromo-N-phenylaniline (3.5 g, 14 mmol), potassium phosphate (9.2 g, 42 mmol), dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (0.23 g, 0.56 mmol) were added to a three-neck flask under nitrogen. 200 mL of toluene and 20 mL of water was then added. The solution was degassed with nitrogen for 20 minutes. Pd2(dba)3 (0.13 g, 0.14 mmol) was added to the mixture. The mixture was then heated up to reflux overnight. After cooled to room temperature, the organic layer was separated and dried over magnesium sulfate. After evaporating solvent, the residue was purified by column chromatography using 1:2 dichloromethane and hexanes as eluent. 4.7 g of desired product was obtained. (81% yield)

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08440326B2
出典データセットuspto-grants-2013_05
ORD IDord-e54bba8890714effaf8a5159aeabcd93
出典メモuspto-grants-2013_05