化工社化工社 化学情報印刷レポート · 研究参考用
Ethylene Glycol → Benzonitrile, 3-(phenylthio)-
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethylene Glycol | HCID 174 | — |
| 反応物 | Thiophenol | HCID 7969 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 3-Iodobenzonitrile | HCID 144341 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Isopropanol | HCID 3776 | — |
| 生成物 | Benzonitrile, 3-(phenylthio)- | HCID 11298792 | 86% |
反応手順
The general procedure in example 39 was followed. 3-Iodobenzonitrile (229 mg, 1.0 mmol), thiophenol (103 μL, 1.0 mmol), CuI (10 mg, 0.05 mmol), K2CO3 (276 mg, 2.0 mmol), ethylene glycol (111 μL, 2.0 mmol) and 2-propanol (1.0 mL) were used to obtain the 3-cyanophenyl phenyl sulfide (181 mg, 86% yield) as colorless liquid. Column chromatography solvent (hexane/ethyl acetate=25/1). Rf=0.4 (hexane/ethyl acetate=20/1). 1H NMR (CDCl3, 300 MHz) δ 7.30-7.45 (m, 9 H). 13C NMR (CDCl3, 75 MHz) δ 140.2, 133.6, 132.9, 132.3, 131.7, 130.0, 129.7, 129.6, 129.1, 118.5, 113.5. MS (EI) m/z (relative intensity) 211 (30), 185 (20), 134 (100).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06888032B2 |
| 出典データセット | uspto-grants-2005_05 |
| ORD ID | ord-5ed6aace39d7470b84cd3106e635bfdf |
| 出典メモ | uspto-grants-2005_05 |