化工社化工社 化学情報印刷レポート · 研究参考用
Monobenzone → 3-(4-Benzyloxy-phenoxy)-pyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Monobenzone | HCID 7638 | — |
| 反応物 | Diglyme | HCID 8150 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 3-Iodopyridine | HCID 70714 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 3-(4-Benzyloxy-phenoxy)-pyridine | HCID 68999185 | 26.2% |
反応手順
To a solution of p-benzyloxyphenol (550 mg, 2.754 mmol), Cs2CO3 (1.795 g, 5.509 mmol), 3-iodo pyridine (850 mg, 4.14 mmol) in anhydrous dioxane (15 ml) under N2 was added diglyme (38.42 mg, 0.275 mmol). After stirring for 10 min, CuI (19.38 mg, 0.102 mmol) was added and the reaction mixture was kept in a shaker at 85° C. overnight. The mixture was poured into EtOAc and water, the organic layer was dried over Na2SO4, and concentrated. Silica gel flash chromatography using EtOAc/Hexane gave the title compound (200 mg, 17%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08598359B2 |
| 出典データセット | uspto-grants-2013_12 |
| ORD ID | ord-f25cd57d69554f58ab2905fc224187d6 |
| 出典メモ | uspto-grants-2013_12 |