関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1-Butanol | HCID 263 | — |
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 1-[4-(3-Bromo-propoxy)-phenyl]-cyclohexanecarbonitrile | HCID 59837504 | — |
| 触媒 | Potassium Iodide | HCID 4875 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | HCID 59837375 | HCID 59837375 | 67.4% |
反応手順
A mixture of 1-[4-(3-bromo-propoxy)-phenyl]-cyclohexanecarbonitrile (0.660 g, 2.0 mmol), piperidine (0.260 g, 3.0 mmol), sodium carbonate (0.320 g, 3 mmol), potassium iodide (20 mg) and 20 mL of butanol was heated for 4 h at 100° C. according to general procedure G. After cooling, water was added to quench the reaction and the mixture was extracted with DCM. The organics extracts were washed with a saturated aqueous solution of NaHCO3, water and dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography (DCM and DCM/MeOH (10% NH3) to provide the title compound (0.440 g, 67%). 1H NMR (400 MHz, CDCl3) δ7.37 (d, 2H), 6.90 (d, 2H), 4.00 (t, 2H), 2.49-2.36 (m, 6H), 2.17-2.09 (m, 2H), 1.97 (qt, 2H), 1.88-1.67 (m, 7H), 1.62-1.55 (m, 4H), 1.47-1.40 (m, 2H), 1.32-1.20 (m, 1H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07456164B2 |
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| 出典データセット | uspto-grants-2008_11 |
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| ORD ID | ord-8ab30aaaed0149749f8cce365fd74035 |
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| 出典メモ | uspto-grants-2008_11 |
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