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Cyclopentanone → 1-(Dimethylamino)cyclopentanecarbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cyclopentanone | HCID 8452 | — |
| 反応物 | Potassium Cyanide | HCID 9032 | — |
| 反応物 | Dimethylamine, hydrochloride | HCID 10473 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 1-(Dimethylamino)cyclopentanecarbonitrile | HCID 10773049 | 90.4% |
反応手順
To a suspension of dimethylamine hydrochloride (8.15 g; 0.1 mol) in cyclopentanone (8.4 g; 0.1 mol) cooled (ice bath) was added dropwise a solution of potassium cyanide (6.5 g; 0.1 mol) in water (50 ml) over 10 min. After vigorous stirring at room temperature for 18 h, the crude reaction mixture was extracted three times with diethyl ether (3×200 ml) and the combined extracts washed twice with water (2×50 ml), dried (Na2SO4), and evaporated to afford the title product as a pale yellow oil (12.5 g) which was used without further purification. 1H NMR (CDCl3) δ: 1.7-2.0 (6H, m), 2.15-2.3 (2H, m), 3.3 (6H, s). Mass Spectrum (Electrospray LC/MS): Found 112 (MH+−HCN). C8H14N2 requires 138.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07745642B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-8614649301fe4c808a29ae62cc1fd84c |
| 出典メモ | uspto-grants-2010_06 |