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HRID 353209作成日:2026年10月26日

4-Methylpyridine → 1-(2-Furyl)-2-pyridin-4-ylethanone

https://huagongshe.com/reaction/353209

反応式

関与物質

役割名称HCID仕込み量
反応物4-MethylpyridineHCID 7963—
反応物HexaneHCID 8058—
反応物Ethyl 2-furoateHCID 11980—
反応物Lithium HexamethyldisilazideHCID 2733832—
溶媒TetrahydrofuranHCID 8028—
生成物1-(2-Furyl)-2-pyridin-4-ylethanoneHCID 2270803070.3%

反応手順

In a nitrogen atmosphere, lithium bis (trimethylsilyl) amide (100 mL, 100 mmol) was added dropwise into a solution of 4-picoline (4.6 g, 49.4 mmol) and ethyl 2-furancarboxylate (7.7 g, 54.9 mmol) in tetrahydrofuran (40 mL) at 0° C. over 1 hour, followed by stirring as it was for 2 hours. Hexane (140 mL) was added to the reaction solution, and the resulting crystals were collected by filtration. The resulting crystals were dissolved in ethyl acetate and an aqueous saturated solution of ammonium chloride. The organic layer was washed with an aqueous saturated solution of ammonium chloride (×2) and brine, dried over anhydrous sodium sulfate, and concentrated. Hexane was added to the residue, and the resulting precipitates were collected by filtration and washed with hexane, to give the title compound (6.5 g, 70%) as a pale yellow solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06750232B2
出典データセットuspto-grants-2004_06
ORD IDord-44405439bb6c4ba681347cc4241f19f9
出典メモuspto-grants-2004_06