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【结 构 式】 
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【分子编号】44396 【品名】2-naphthol 【CA登记号】135-19-3 |
【 分 子 式 】C10H8O 【 分 子 量 】144.17292 【元素组成】C 83.31% H 5.59% O 11.1% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(I)The bromination of beta-naphthol (I) gives the 1,6-dibromo-beta-naphthol (II), which is partially debrominated with Sn and BrH, yielding 1-bromo-beta-naphthol (III). The methylation of (III) with methanol/sulfuric acid affords the corresponding methyl ether (IV), which is treated with Mg and DMF to provide 6-methoxynaphthalene-2-carbaldehyde (V). The condensation of (V) with ethyl acetoacetate (VI) gives the expected adduct (VII), which is reduced with H2 over Pd/C to provide 2-acetyl-3-(6-methoxy-2-naphthyl)propionic acid ethyl ester (VIII). Finally, this compound is decarboxylated with aqueous HCl.
| 【1】 Zhang, G.; et al.; A study on the synthesis of a new anti-inflammatory agent - nabumetone. J Shenyang Coll Pharm 1988, 5, 4, 259. |
| 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) | 44396 | 2-naphthol | 135-19-3 | C10H8O | 详情 | 详情 |
| (II) | 44397 | 1,6-dibromo-2-naphthol | 16239-18-2 | C10H6Br2O | 详情 | 详情 |
| (III) | 44398 | 6-bromo-2-naphthol | 15231-91-1 | C10H7BrO | 详情 | 详情 |
| (IV) | 44399 | 2-bromo-6-methoxynaphthalene; 6-bromo-2-naphthyl methyl ether | 5111-65-9 | C11H9BrO | 详情 | 详情 |
| (V) | 29956 | 6-Methoxy-2-naphthaldehyde | 3453-33-6 | C12H10O2 | 详情 | 详情 |
| (VI) | 11819 | ethyl acetoacetate; ethyl 3-oxobutanoate；Acetoacetic ester;Ethyl beta-ketobutyrate;ethyl 3-oxobutyrate | 141-97-9 | C6H10O3 | 详情 | 详情 |
| (VII) | 29957 | ethyl (Z)-2-acetyl-3-(6-methoxy-2-naphthyl)-2-propenoate | C18H18O4 | 详情 | 详情 | |
| (VIII) | 29958 | ethyl 2-[(6-methoxy-2-naphthyl)methyl]-3-oxobutanoate | C18H20O4 | 详情 | 详情 |
Extended Information