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HRID 1351671作成日:2026年10月27日

1-(2-Bromophenyl)ethan-1-ol → (1S)-1-(2-iodophenyl)ethanol

https://huagongshe.com/reaction/1351671

反応式

関与物質

役割名称HCID仕込み量
反応物1-(2-Bromophenyl)ethan-1-olHCID 6950331—
反応物Sodium iodide dihydrateHCID 23685997—
触媒N,N'-DimethylethylenediamineHCID 8070—
触媒Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
溶媒1,4-DioxaneHCID 31275—
生成物(1S)-1-(2-iodophenyl)ethanolHCID 10514669240.4%

反応条件

温度150 °C

反応手順

To each of three identical Emrys microwave reaction vessels was added (S)-1-(2-bromophenyl)ethanol (1.67 g, 8.3 mmol), CuI (189 mg, 1.0 mmol), 1,4-dioxane (12.4 ml), N,N′-dimethylethylenediamine (0.18 ml, 1.7 mmol) and sodium iodide dihydrate (3.1 g, 16.6 mmol). Each vessel was sealed and heated in an Emrys microwave reactor to 150° C. for 2 h. On cooling, the mixtures were combined and partitioned between water (20 ml) and EtOAc (20 ml). The organic phase was washed with brine (20 ml), dried (MgSO4), filtered, and concentrated in vacuo. The crude product was taken up in isohexane (50 ml) and the solution held at −15° C. for 16 h to afford (S)-1-(2-iodophenyl)ethanol as a white crystalline solid (4.95 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07217740B2
出典データセットuspto-grants-2007_05
ORD IDord-753537b8cefe465291c457c56dfc875d
出典メモuspto-grants-2007_05