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【结 构 式】 
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【分子编号】34883 【品名】2-cyano-2-propylpentanoic acid 【CA登记号】 |
【 分 子 式 】C9H15NO2 【 分 子 量 】169.22364 【元素组成】C 63.88% H 8.93% N 8.28% O 18.91% |
合成路线1
该中间体在本合成路线中的序号：(VI)This compound has been obtained by two different ways: 1) The reaction of dipropylcarbinol (I) with HBr gives 4-bromoheptane (II), which is treated with KCN to yield 2-propylpentanenitrile (III). Finally, this compound is hydrolyzed to the target compound with NaOH or with H2SO4. 2) The condensation of cyanacetic acid ethyl ester (IV) with propyl bromide (V) by means of sodium propoxide in propanol gives crude dipropylcyanaacetic acid ethyl ester, which, without isolation, is hydrolyzed with NaOH in hot water yielding dipropylcyanacetic acid (VI). The decarboxylation of (VI) at 140-190 C affords the previously reported 2-propylpentanenitrile (III).
| 【1】 Walles, M.; et al.; Z Physiolog Chem 1947, 282, 2, 137. |
| 【2】 Grain, C.; Chignac, M.; Pigerol, C. (Labaz); Process for the preparation of acetonitrile deriv.. US 4155929 . |
| 【3】 Chignac, M.; Grain, C.; Pigerol, C. (Labaz); Process for preparing an acetonitrile deriv.. GB 1522450 . |
| 【4】 Pigerol, C.; Grain, C.; Chignac, M. (Labaz); Process for preparing acetic acid derivs.. GB 1529786 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 34880 | 4-heptanol | 589-55-9 | C7H16O | 详情 | 详情 |
| (II) | 34881 | 4-bromoheptane | 998-93-6 | C7H15Br | 详情 | 详情 |
| (III) | 34882 | 2-propylpentanenitrile | 13310-75-3 | C8H15N | 详情 | 详情 |
| (IV) | 11877 | Cyanoacetic acid ethyl ester; Ethyl 2-cyanoacetate; Ethyl cyanoacetate; Ethyl isocyanacetate | 105-56-6 | C5H7NO2 | 详情 | 详情 |
| (V) | 28721 | 1-bromobutane | 109-65-9 | C4H9Br | 详情 | 详情 |
| (VI) | 34883 | 2-cyano-2-propylpentanoic acid | C9H15NO2 | 详情 | 详情 |