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HRID 77710作成日:2026年10月25日

Potassium Carbonate → 6-Methyl-4'-nitro-N-[3-(trifluoromethyl)phenyl]biphenyl-3-carboxamide

https://huagongshe.com/reaction/77710

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium CarbonateHCID 11430—
反応物4,4,5,5-Tetramethyl-2-(4-nitrophenyl)-1,3,2-dioxaborolaneHCID 2773555—
反応物3-iodo-4-methyl-N-(3-(trifluoromethyl)phenyl)benzamideHCID 17197569—
触媒HCID 178418397HCID 178418397—
溶媒EthanolHCID 702—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
生成物6-Methyl-4'-nitro-N-[3-(trifluoromethyl)phenyl]biphenyl-3-carboxamideHCID 6904286057.1%

反応手順

4,4,5,5-Tetramethyl-2-(4-nitrophenyl)-1,3,2-dioxaborolane (0.35 g, 0.0014 mol) was mixed with 3-iodo-4-methyl-N-[3-(trifluoromethyl)phenyl]benzamide (0.73 g, 0.0018 mol) and potassium carbonate (0.50 g, 0.0036 mol) in toluene (15.00 mL), ethanol (2.10 mL) and water (2.00 mL) and the mixture was degassed. To the reaction was added tetrakis(triphenylphosphine)palladium(0) (0.10 g, 0.000086 mol) and the mixture was heated to reflux for 8 hours. The reaction was extracted with ethyl acetate and the organic extracts were washed with water, saturated NaCl, dried (MgSO4) and concentrated in vacuo. The concentrate was chromatographed on silica gel using 30% EtOAc/hexanes to give the product (0.32 g, 57% yield). 1H NMR (CDCl3): δ□ 8.33 (dd, 2H), 7.76-7.93 (m, 5H), 7.43-7.54 (m, 5H), 2.35 (s, 3H). MS (EI) m/z=401 (M+H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08841318B2
出典データセットuspto-grants-2014_09
ORD IDord-478fe7155b22496e88c2296d87da47a3
出典メモuspto-grants-2014_09