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【结 构 式】 
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【分子编号】35739 【品名】2-chloro-2-oxo-1-phenylethyl nicotinate 【CA登记号】 |
【 分 子 式 】C14H10ClNO3 【 分 子 量 】275.69104 【元素组成】C 60.99% H 3.66% Cl 12.86% N 5.08% O 17.41% |
合成路线1
该中间体在本合成路线中的序号：(V)This compound has been obtained by two related ways: 1) The reaction of the potassium salt of the nicotinic acid with oxalyl chloride in benzene gives the corresponding anhydride (II), which is condensed with 2-hydroxy-2-phenylacetic acid (III) in dioxane to yield the expected ester (IV). The reaction of (IV) with SOCl2 in dichloromethane affords 2-(nicotinoyloxy)-2-phenylacetyl chloride (V), which is finally esterified with the cyclohexanol (VI) in dichloromethane. 2) By acylation of the 2-hydroxy-2-phenylacetic acid cis-3,3,5-trimethylcyclohexyl ester (VII) with nicotinoyl chloride (VIII) in pyridine.
| 【1】 Verga, A. (Ravizza SpA); New process for preparing cis-3,3,5-trimethylcyclohexyl-D,L-alpha-(3-pyridinecarboxy)-phenylacetate. EP 0157151 . |
| 【2】 Mauri, F. (Gaver SA); Novel spasmolytic cpd. and process for its preparation. BE 0824034; DE 2461909; FR 2256757; JP 1975105670 . |
| 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) | 10752 | Nicotinic acid; Niacin | 59-67-6 | C6H5NO2 | 详情 | 详情 |
| (II) | 35737 | nicotinic anhydride | 16837-38-0 | C12H8N2O3 | 详情 | 详情 |
| (III) | 28161 | 2-hydroxy-2-phenylacetic acid | 611-72-3 | C8H8O3 | 详情 | 详情 |
| (IV) | 35738 | 2-phenyl-2-[(3-pyridinylcarbonyl)oxy]acetic acid | C14H11NO4 | 详情 | 详情 | |
| (V) | 35739 | 2-chloro-2-oxo-1-phenylethyl nicotinate | C14H10ClNO3 | 详情 | 详情 | |
| (VI) | 35740 | (1R,5R)-3,3,5-trimethylcyclohexanol | C9H18O | 详情 | 详情 | |
| (VII) | 35741 | (1R,5R)-3,3,5-trimethylcyclohexyl 2-hydroxy-2-phenylacetate | 456-59-7 | C17H24O3 | 详情 | 详情 |
| (VIII) | 10753 | Nicotinoyl chloride | C6H4ClNO | 详情 | 详情 |