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HRID 191作成日:2026年10月23日

1-Acetylpiperazine → 1-[4-(4-Methoxy-3-nitro-phenyl)-piperazin-1-yl]ethanone

https://huagongshe.com/ja/reaction/191

反応式

関与物質

役割名称HCID仕込み量
反応物1-AcetylpiperazineHCID 83795—
反応物4-Bromo-2-nitroanisoleHCID 118533—
試薬Cesium carbonateHCID 10796—
触媒1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
触媒Palladium (II) acetateHCID 4144353—
溶媒1,4-DioxaneHCID 31275—
生成物1-[4-(4-Methoxy-3-nitro-phenyl)-piperazin-1-yl]ethanoneHCID 5823571177.54%

反応条件

温度120 °C

反応手順

diacetoxypalladium (0.116 g, 0.52 mmol) was added to a stirred mixture of 4-bromo-1-methoxy-2-nitrobenzene (1.5 g, 6.46 mmol), 1-(piperazin-1-yl)ethanone (0.829 g, 6.46 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.449 g, 0.78 mmol) and cesium carbonate (4.21 g, 12.93 mmol) dissolved in dioxane (10 mL) , degased and under argon. The resulting suspension was stirred at 120 °C for 2 hours.At 25°C, the mixture was filtered and evaporated under reduce pressure.The mixture was adsorbed on silica gel.The crude product was purified by flash chromatography on silica gel eluting with 1 to 5% methanol in ethyle acetate. The solvent was evaporated to dryness to afford 1-(4-(4-methoxy-3-nitrophenyl)piperazin-1-yl)ethanone (1.400 g, 78 %) as a orange solid.

情報源と証拠

出典データセット750 AstraZeneca ELN dataset
ORD IDord-f3dd88e6019442749a56a95e7a33ac6e
出典メモ750 AstraZeneca ELN dataset