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【结 构 式】 
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【分子编号】60972 【品名】5-(1-chloroethyl)-2-isopropylindane 【CA登记号】 |
【 分 子 式 】C14H19Cl 【 分 子 量 】222.75756 【元素组成】C 75.49% H 8.6% Cl 15.92% |
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 Friedel-Kraft's reaction of 2-isopropylindan (I) with acetic anhydride in methylene chloride gives 2-isopropyl-5-acetylindan (VII), which is reduced with KBH4 in methanol yielding 2-isopropyl-5-(1-hydroxyethyl)indan (VIII). The treatment of (VIII) with SOCl2 in benzene affords 2-isopropyl-5-(1-chloroethyl)indan (IX), which by reaction with NaCN in hot HMPA yields 2-(2-isopropyl-5-indanyl)propionitrile (X). Finally this compound is hydrolyzed with H2SO4 in refluxing acetic acid - water
| 【1】 Teulon, J.M.; et al.; Antiinflammatory and analgesic diastereoisomeric derivatives of indan-5-acetic acid. J Med Chem 1978, 21, 4, 901. |
| 【2】 Teulon, J,M,; et al. (Hexachimie SA); BE 824522; CA 1063618; CH 603533; CH 605567; DD 117209; DD 118271; DD 123319; DE 2504689; FR 2260334; GB 1492175; JP 76125367; JP 76125368; NL 7501518; NL 7501519; US 4069326; US 4088787; US 4182896; ZA 7500707 . |
| 【3】 Blancafort, P.; Serradell, M.N.; Castaner, J.; Arrigoni, Martelli, E.; Isoprofen. Drugs Fut 1981, 6, 8, 471. |
| 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) | 60960 | 2-isopropylindane | C12H16 | 详情 | 详情 | |
| (VII) | 60965 | 1-(2-isopropyl-2,3-dihydro-1H-inden-5-yl)-1-ethanone | C14H18O | 详情 | 详情 | |
| (VIII) | 60971 | 1-(2-isopropyl-2,3-dihydro-1H-inden-5-yl)-1-ethanol | C14H20O | 详情 | 详情 | |
| (IX) | 60972 | 5-(1-chloroethyl)-2-isopropylindane | C14H19Cl | 详情 | 详情 | |
| (X) | 60973 | 2-(2-isopropyl-2,3-dihydro-1H-inden-5-yl)propanenitrile | C15H19N | 详情 | 详情 |
Extended Information