関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1-Butanol | HCID 263 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 5-Methyl-1,10-phenanthroline | HCID 72791 | — |
| 反応物 | 3-Iodobenzonitrile | HCID 144341 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 3-Butoxybenzonitrile | HCID 21940716 | 87% |
反応手順
A test tube was charged with CuI (20 mg, 0.10 mmol, 10 mol %), 5-methyl-1,10-phenanthroline (39 mg, 0.20 mmol, 20 mol %), Cs2CO3 (652 mg, 2.0 mmol), 3-iodobenzonitrile (229 mg, 1.0 mmol), n-butanol (366 μL, 4.0 mmol) and toluene (1 mL). The test tube was sealed and the reaction mixture was stirred at 110° C. for 28 h. The resulting suspension was cooled to room temperature and filtered through a 0.5×1 cm pad of silica gel eluting with ethyl acetate. The filtrate was concentrated. Purification of the residue by flash chromatography on silica gel (2×20 cm; hexane/ethyl acetate 30:1) provided 152 mg (87% yield) of the title compound as a colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06867298B2 |
|---|
| 出典データセット | uspto-grants-2005_03 |
|---|
| ORD ID | ord-33e14dff7fd645a7912fd3bd339163c7 |
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| 出典メモ | uspto-grants-2005_03 |
|---|
