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HRID 506作成日:2026年10月25日

1,4-Dibromobenzene → 1-(4-Bromophenyl)-3-methylazetidine

https://huagongshe.com/reaction/506

反応式

関与物質

役割名称HCID仕込み量
反応物1,4-DibromobenzeneHCID 7804—
反応物3-methylAzetidineHCID 19995942—
試薬Cesium carbonateHCID 10796—
触媒Binap, (A+-)-HCID 634876—
触媒Palladium (II) acetateHCID 4144353—
溶媒TolueneHCID 1140—
生成物1-(4-Bromophenyl)-3-methylazetidineHCID 8161598284.74%

反応条件

温度100 °C

反応手順

3-methylazetidine (0.5 g, 4.69 mmol), diacetoxypalladium (10.53 mg, 0.05 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.058 g, 0.09 mmol) and cesium carbonate (3.67 g, 11.26 mmol), degassed toluene (15 mL) were heated at 100 °C over the weekend. The RM was filtered and washed with EtOAc the filtrate was then concentrated and the crude product purified by flash silica chromatography, elution gradient 20 to 30% EtOAc in heptane. Purest fractions were collected and combined with EN05604-93. The combined product was then recrystalised from EtOAc to give 1-(4-bromophenyl)-3-methylazetidine (0.899 g, 85 %).

情報源と証拠

出典データセット750 AstraZeneca ELN dataset
ORD IDord-1e9ec853eb3e43adb71af85c977827e9
出典メモ750 AstraZeneca ELN dataset