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HRID 187作成日:2026年10月23日

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

https://huagongshe.com/ja/reaction/187

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 5981783853.1%

反応条件

温度110 °C

反応手順

The diacetoxypalladium (0.337 g, 1.50 mmol) was added to a stirred mixture of 1-iodo-3-(2-methoxyethoxy)-5-nitrobenzene (9.7 g, 30.02 mmol), cesium carbonate (29.3 g, 90.07 mmol) and morpholine (3.41 mL, 39.03 mmol) and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (1.869 g, 3.00 mmol) dissolved in toluene (200 mL) and dioxane (50 mL) The reaction was degased, purged with argon and heated at 110 °C for 15 hours. The mixture was diluted with dichloromethane (250ml) the salts were fitered, the filtrate was concentrated. The crude product was purified by flash chromatography on silica gel eluting with 0 to 15% ethyl acetate in dichloromethane. The solvent was evaporated to dryness to afford 4-(3-(2-methoxyethoxy)-5-nitrophenyl)morpholine (4.50 g, 53.1 %) as a orange solid.

情報源と証拠

出典データセット750 AstraZeneca ELN dataset
ORD IDord-ea00f60c7d1b4b2b96c954e87362056a
出典メモ750 AstraZeneca ELN dataset