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N,N'-Dimethylethylenediamine → 3-{4-[4-(4-Chlorobenzoyl)piperidine-1-carbonyl]phenyl}oxazolidin-2-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 2-Oxazolidinone | HCID 73949 | — |
| 反応物 | (4-Bromophenyl)[4-(4-chlorobenzoyl)piperidin-1-yl]methanone | HCID 58484497 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 3-{4-[4-(4-Chlorobenzoyl)piperidine-1-carbonyl]phenyl}oxazolidin-2-one | HCID 67380914 | 61% |
反応手順
To a mixture of (4-bromophenyl)[4-(4-chlorobenzoyl)piperidin-1-yl]methanone (1.6 g) described in Preparation Example 30, oxazolidin-2-one (348 mg), potassium carbonate (1.1 g) and copper (I) iodide (152 mg) were added toluene (4 mL) and N,N′-dimethylethylenediamine (200 μL), and the mixture was refluxed for 8 hr. After cooling, water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, and the solvent was evaporated. The residue was purified by column chromatography (chloroform:methanol) to give the title compound (991 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08354401B2 |
| 出典データセット | uspto-grants-2013_01 |
| ORD ID | ord-c047aeccef8d417f8413309c01c91213 |
| 出典メモ | uspto-grants-2013_01 |