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HRID 2244979作成日:2026年10月27日

Ethyl Acetate → 2'-Dimethylaminomethylbiphenyl-4-ylamine

https://huagongshe.com/reaction/2244979

反応式

関与物質

役割名称HCID仕込み量
反応物Ethyl AcetateHCID 8857—
反応物Cesium carbonateHCID 10796—
反応物2-bromo-N,N-dimethylbenzylamineHCID 74792—
反応物4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
触媒HCID 178418397HCID 178418397—
溶媒1-ButanolHCID 263—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
生成物2'-Dimethylaminomethylbiphenyl-4-ylamineHCID 5889769251.8%

反応手順

To a solution of 2-dimethylaminomethyl-bromobenzene (588 mg, 2.75 mmol) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (560 mg, 2.56 mmol) in toluene (10 mL) and n-BuOH (3 mL), Cs2CO3 (2.50 g, 7.67 mmol) in H2O (5 mL) was added, followed by addition of Pd(Ph3P)4 (200 mg, 0.17 mmol, 6%). The mixture was then heated at reflux for 4 h. EtOAc and H2O were added. The organic layer was separated, filtered, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel flash column using 50% EtOAc/hexanes (containing 1% TEA) as eluent to give a solid (300 mg). MS 182.0 (M—Me2N).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07678913B2
出典データセットuspto-grants-2010_03
ORD IDord-da1e68709173428f9a05daab3eea05ba
出典メモuspto-grants-2010_03