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HRID 133546作成日:2026年10月26日

Sodium Carbonate → N-(3-benzoyl-5-phenyl-thiophen-2-yl)-acetamide

https://huagongshe.com/reaction/133546

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium CarbonateHCID 10340—
反応物Phenylboronic AcidHCID 66827—
反応物N-(3-benzoyl-5-bromo-thiophen-2-yl) acetamideHCID 16640231—
触媒Tetrakis(triphenylphosphine)palladiumHCID 11979704—
溶媒EthanolHCID 702—
溶媒TolueneHCID 1140—
生成物N-(3-benzoyl-5-phenyl-thiophen-2-yl)-acetamideHCID 6889539088.6%

反応条件

温度90 °C

反応手順

A stirred solution of 0.448 g (1.38 mmol) of N-(3-benzoyl-5-bromo-thiophen-2-yl) acetamide in 20 ml toluene and 10 ml EtOH was degassed with argon. Tetrakis-(triphenylphosphine) palladium (0) (0.320 g, 0.27 mmol), phenyl boronic acid (0.194 g, 1.59 mmol) and 20 ml of an aqueous solution of Na2CO3 1N were added. The mixture was heated at 90° C. for 1 hour before cooling down to RT, filtered through Celite and concentrated. The mixture was extracted with ethyl acetate and aq. NaHCO3. The combined organic phases were dried over sodium sulfate and concentrated in vacuo. Flash chromatography (heptane/ethyl acetate 6:1) afforded 0.393 g (88%) N-(3-benzoyl-5-phenyl-thiophen-2-yl)-acetamide as a light yellow solid. ES-MS m/e (%): 322 (M+H+, 100).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07390903B2
出典データセットuspto-grants-2008_06
ORD IDord-05943aea103c471bbd9ee1e2aee9c135
出典メモuspto-grants-2008_06