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HRID 341359作成日:2026年10月27日

Aniline → 2,3-difluoro-N-phenylaniline

https://huagongshe.com/reaction/341359

反応式

関与物質

役割名称HCID仕込み量
反応物AnilineHCID 6115—
反応物Binap, (A+-)-HCID 634876—
反応物1-Bromo-2,3-difluorobenzeneHCID 2733260—
反応物Sodium t-butoxideHCID 23676156—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒TolueneHCID 1140—
生成物2,3-difluoro-N-phenylanilineHCID 6691112396.6%

反応条件

温度110 °C

反応手順

A mixture of 1-bromo-2,3-difluorobenzene (0.232 mL, 2.073 mmol), aniline (0.208 mL, 2.280 mmol), Pd2(dba)3 (95 mg, 0.104 mmol), BINAP (194 mg, 0.311 mmol), sodium tert-butoxide (299 mg, 3.11 mmol), and toluene (3 mL) in a sealed vessel under argon was heated in an oil bath at 110° C. overnight. The reaction mixture was filtered through a plug of celite. The filtrate was concentrated and the residue was purified by silica gel column chromatography to give the title compound as a light brown oil (411 mg). LCMS m/z=206.1 [M+H]+; 1H NMR (400 MHz, Methanol-d4) δ ppm 6.53-6.64 (m, 1H), 6.80-6.88 (m, 2H), 6.88-6.95 (m, 1H), 6.95-7.03 (m, 2H), 7.11-7.19 (m, 2H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08895776B2
出典データセットuspto-grants-2014_11
ORD IDord-2a9324ecdf414c34b3a9588ddf9af039
出典メモuspto-grants-2014_11