化工社化工社 化学情報印刷レポート · 研究参考用
Ethylene Glycol → N-Benzyl-3,5-dimethylaniline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethylene Glycol | HCID 174 | — |
| 反応物 | Benzylamine | HCID 7504 | — |
| 反応物 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 反応物 | 1-Iodo-3,5-dimethylbenzene | HCID 140924 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Isopropanol | HCID 3776 | — |
| 溶媒 | Ethyl acetate hexane | HCID 21226206 | — |
| 生成物 | N-Benzyl-3,5-dimethylaniline | HCID 10176701 | 84% |
反応手順
The general procedure under argon or air was followed using copper(I) iodide (10 mg, 0.05 mmol), K3PO4 (425 mg, 2.00 mmol), benzylamine (131 μL, 1.20 mmol), 5-iodo-m-xylene (144 μl, 1.00 mmol), ethylene glycol (111 μL, 2.00 mmol) and 2-propanol (1.0 mL). Column chromatography using a solvent mixture (hexane/ethyl acetate=20/1, Rf=0.5) afforded 5-(N-benzyl)amino-m-xylene (177 mg, 84% isolated yield) as colorless liquid. The spectral data (1H NMR) matched with the literature references and GC analysis indicated >95% purity. See Wolfe, J. P.; Buchwald, S. L. J. Org. Chem. 2000, 65, 1144–1157.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07115784B2 |
| 出典データセット | uspto-grants-2006_10 |
| ORD ID | ord-cd0a782c6e844affa8e4491609cda759 |
| 出典メモ | uspto-grants-2006_10 |