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HRID 24931作成日:2026年10月25日

Propargyl alcohol → 3-(4-Nitrophenyl)prop-2-yn-1-ol

https://huagongshe.com/reaction/24931

反応式

関与物質

役割名称HCID仕込み量
反応物Propargyl alcoholHCID 7859—
反応物TriethylamineHCID 8471—
反応物1-Bromo-4-nitrobenzeneHCID 11466—
触媒Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
触媒Tetrakis(triphenylphosphine)palladiumHCID 11979704—
溶媒AcetonitrileHCID 6342—
溶媒Ethyl AcetateHCID 8857—
生成物3-(4-Nitrophenyl)prop-2-yn-1-olHCID 5033713—

反応条件

温度100 °C

反応手順

8.55 g (0.15 mol) of propargyl alcohol and 152 ml (110 g, 1.09 mol) of triethylamine are added to a solution of 20.2 g (0.1 mol) of 4-bromonitrobenzene in 285 ml of acetonitrile. The reaction solution is heated to 100° C. 11.9 g (10 mmol) of Pd(Pph3)4 and 3.94 g (20 mmol) of copper (I) iodide are added. After 10 minutes the solvent is eliminated in vacuo and the residue taken up in ethyl acetate. It is washed with water and ammonia water, filtered through Celite and the solvent is eliminated in vacuo. The product is obtained by chromatography on silica gel (dichloromethane/methanol=10:1).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06855710B2
出典データセットuspto-grants-2005_02
ORD IDord-7d8c42409bc3412a8e79172bc76b0462
出典メモuspto-grants-2005_02