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HRID 75074作成日:2026年10月26日

1-Bromo-2-fluorobenzene → 2,4-diphenyl-N-2-fluorophenylbenzenamine

https://huagongshe.com/reaction/75074

反応式

関与物質

役割名称HCID仕込み量
反応物1-Bromo-2-fluorobenzeneHCID 61259—
反応物SodiumHCID 5360545—
反応物2,4-DiphenylanilineHCID 12316638—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒TolueneHCID 1140—
生成物2,4-diphenyl-N-2-fluorophenylbenzenamineHCID 5935759261.9%

反応条件

温度100 °C

反応手順

2,4-diphenylaniline (12 mmol), 1-bromo-2-fluorobenzene (10 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.15 mmol), (±)-2,2′-bis(diphenylphosphine)-1,1′-binaphthalene (0.3 mmol) and sodium tert-butoxie (14 mmol) are put in a two-neck round-bottom flask and dissolved in toluene (30 mL). Subsequently, the resulting solution is stirred in a bath under a temperature of about 100° C. for 24 hours. After completion of the reaction, toluene is removed. The reaction mixture is extracted with dichloromethane and water, and then being distilled under reduced pressure. The resulting residence is filtered by silica gel column and distilled under reduced pressure again. Next, by re-crystallizing and filtering with dichloromethane and petroleum ether, 2,4-diphenyl-N-2-fluorophenylbenzenamine (2.1 g) is yielded.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08835020B2
出典データセットuspto-grants-2014_09
ORD IDord-bc715d726b214670b8b515c9efd95368
出典メモuspto-grants-2014_09