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【结 构 式】 
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【分子编号】34868 【品名】2-(2-bromoethyl)benzaldehyde 【CA登记号】 |
【 分 子 式 】C9H9BrO 【 分 子 量 】213.07386 【元素组成】C 50.73% H 4.26% Br 37.5% O 7.51% |
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：(IX)The bromination of 3,4-dihydro-1H-2-benzopyran (VII) with Br2 gives the 1-bromo derivative (VIII), which, without isolation, is treated with hot HBr yielding 2-(2-bromoethyl)benzaldehyde (IX). The condensation of (IX) with nitromethane in acidic medium affords the nitrostyrene (X), which is cyclized with treatment with FeCl3 and acetyl chloride giving 4-(2-bromoethyl)-3-chloroindolin-2-one (XI). The dechlorination of (XI) with NaH2PO2 over Pd/C yields 4-(2-bromoethyl)indolin-2-one (XII), which is finally condensed with dipropylamine (II).
| 【1】 Hayler, J.D.; et al.; Development of large-scale syntheses or ropinirole in the pursuit of a manufacturing process. Org Process Res Dev 1998, 2, 1, 3. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 19273 | acetyl chloride | 75-36-5 | C2H3ClO | 详情 | 详情 | |
| 39563 | nitromethane | 75-52-5 | CH3NO2 | 详情 | 详情 | |
| (II) | 21856 | N,N-dipropylamine; N-propyl-1-propanamine | 142-84-7 | C6H15N | 详情 | 详情 |
| (VII) | 34866 | 3,4-dihydro-1H-isochromene | 493-05-0 | C9H10O | 详情 | 详情 |
| (VIII) | 34867 | 1-bromo-3,4-dihydro-1H-isochromene | C9H9BrO | 详情 | 详情 | |
| (IX) | 34868 | 2-(2-bromoethyl)benzaldehyde | C9H9BrO | 详情 | 详情 | |
| (X) | 34869 | 1-(2-bromoethyl)-2-[(E)-2-nitroethenyl]benzene | C10H10BrNO2 | 详情 | 详情 | |
| (XI) | 34870 | 4-(2-bromoethyl)-3-chloro-1,3-dihydro-2H-indol-2-one | C10H9BrClNO | 详情 | 详情 | |
| (XII) | 34871 | 4-(2-bromoethyl)-1,3-dihydro-2H-indol-2-one | C10H10BrNO | 详情 | 详情 |
Extended Information