関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 2-Ethylimidazole | HCID 66130 | — |
| 反応物 | L-Proline | HCID 145742 | — |
| 反応物 | 5-Iodo-4'-methyl-biphenyl-3-carboxylic acid methyl ester | HCID 57851588 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 生成物 | 5-(2-Ethyl-imidazol-1-yl)-4'-methyl-biphenyl-3-carboxylic acid methyl ester | HCID 57749784 | 41.1% |
反応手順
A mixture of 5-iodo-4′-methyl-biphenyl-3-carboxylic acid methyl ester (2.0 g, 5.7 mmol), 2-ethyl-imidazole (1.1 g, 11.4 mmol), (L)-proline (0.26 g, 2.28 mmol), CuI (0.22 g, 1.14 mmol) and K2CO3 (1.57 g, 11.4 mmol) in DMSO (30 mL) was flushed with N2, then heated to 100° C. overnight. After cooling to room temperature, the reaction mixture was extracted with EtOAc. The combined organic layers were separated, washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by flash chromatography to afford 5-(2-ethyl-imidazol-1-yl)-4′-methyl-biphenyl-3-carboxylic acid methyl ester as a white solid (750 mg, 41.1%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07858654B2 |
|---|
| 出典データセット | uspto-grants-2010_12 |
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| ORD ID | ord-bc593a306fe144cca858b835c84bb9c7 |
|---|
| 出典メモ | uspto-grants-2010_12 |
|---|
