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Benzoyl chloride → 1-Benzoyl-1,3-dicyclohexyl-O-(N-2-butylideneamino)-isourea
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzoyl chloride | HCID 7412 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 1,3-Dicyclohexyl-O-(N-2-butylideneamino)-isourea | HCID 86664633 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Hexane | HCID 8058 | — |
| 生成物 | 1-Benzoyl-1,3-dicyclohexyl-O-(N-2-butylideneamino)-isourea | HCID 86664640 | 72.4% |
反応手順
To a solution of 1,3-dicyclohexyl-O—(N-2-butylideneamino)-isourea (Cmpd. 2) (7.34 g, 25 mmol) and 4-dimethylaminopyridine (100 mg) in dichloromethane (25 ml) and triethylamine (3.9 ml, 27.5 mmol) is added benzoyl chloride (3.58 g, 25.5 mmol). The mixture is stirred 6 h at room temperature, diluted with hexane (200 ml), washed with water (4×20 ml), dried over MgSO4 and evaporated. The residue is chromatographed on silica gel (hexanes-ethyl acetate 4:1) and the pure fractions are recrystallized from hexane to afford 7.2 g of the title compound as white crystals, mp 74-78° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09127098B2 |
| 出典データセット | uspto-grants-2015_09 |
| ORD ID | ord-818767914b55479cbb6a79bd266b4120 |
| 出典メモ | uspto-grants-2015_09 |