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-o-toluidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethylene Glycol | HCID 174 | — |
| 反応物 | 2-Iodotoluene | HCID 5128 | — |
| 反応物 | Benzylamine | HCID 7504 | — |
| 反応物 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | 1-Butanol | HCID 263 | — |
| 溶媒 | Ethyl acetate hexane | HCID 21226206 | — |
| 生成物 | N-Benzyl-o-toluidine | HCID 79402 | 69% |
反応手順
The general procedure under argon was followed using copper(I) iodide (19 mg, 0.10 mmol), K3PO4 (425 mg, 2.00 mmol), benzylamine (131 μL, 1.20 mmol), 2-iodotoluene (127 μl, 1.00 mmol), ethylene glycol (111 μL, 2.00 mmol) and 1-butanol (1.0 mL) at 100° C. Column chromatography using a solvent mixture (hexane/ethyl acetate=20/1, Rf=0.5) afforded N-(2-tolyl)benzylamine (136 mg, 69% isolated yield) as colorless liquid. The spectral data (1H NMR) matched with the literature references and GC analysis indicated >95% purity. See Maccarone, E.; Mamo, A.; Torre, M. J. Org. Chem. 1979, 44, 1143-1146.
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-7f85561c723a438ba4b888d3f4f8611b |
| 出典メモ | uspto-grants-2005_03 |