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HRID 186作成日:2026年10月23日

Morpholine → 4-[3-(2-Methoxyethoxy)-5-nitrophenyl]morpholine

https://huagongshe.com/ja/reaction/186

反応式

関与物質

役割名称HCID仕込み量
反応物MorpholineHCID 8083—
反応物1-Iodo-3-(2-methoxyethoxy)-5-nitro-benzeneHCID 59817811—
試薬Cesium carbonateHCID 10796—
触媒Binap, (A+-)-HCID 634876—
触媒Palladium (II) acetateHCID 4144353—
溶媒TolueneHCID 1140—
生成物4-[3-(2-Methoxyethoxy)-5-nitrophenyl]morpholineHCID 5981783891.56%

反応条件

温度110 °C

反応手順

diacetoxypalladium (0.087 g, 0.39 mmol) was added to a stirred mixture of 1-iodo-3-(2-methoxyethoxy)-5-nitrobenzene (2.5 g, 7.74 mmol), cesium carbonate (7.56 g, 23.21 mmol) and morpholine (0.880 mL, 10.06 mmol) and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.482 g, 0.77 mmol) dissolved in toluene (80 mL) and dioxane (20 mL) over a period of 10 minutes, degased and under argon. The resulting suspension was heated at 110 °C for 15 hours.Solvents were evaporated and the mixture was adsorbed with ammonia/methanol 7N on silica gel.The crude product was purified by flash chromatography on silica gel eluting with 40 to 60% ethyl acetate in petroleum ether. The solvent was evaporated to dryness to afford 4-(3-(2-methoxyethoxy)-5-nitrophenyl)morpholine (2.000 g, 92 %) as a orange solid.

情報源と証拠

出典データセット750 AstraZeneca ELN dataset
ORD IDord-252a98ebb82d499dbf4cf33c53774e3f
出典メモ750 AstraZeneca ELN dataset