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【结 构 式】 
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【分子编号】22919 【品名】2-azepanone 【CA登记号】105-60-2 |
【 分 子 式 】C6H11NO 【 分 子 量 】113.15948 【元素组成】C 63.69% H 9.8% N 12.38% O 14.14% |
合成路线1
该中间体在本合成路线中的序号：(I)By condensation of azacycloheptan-2-one (I) with 1-bromododecane (II) by means of NaH in refluxing toluene.
| 【1】 Rajadhyaksha, V.J.; Method for improved plant pest control. CA 1189338; EP 0077078; JP 58074601 . |
| 【2】 Nelson, E.L.; Method of treatment of inflammation. EP 0060970; JP 57142918; US 4310525 . |
| 【3】 Kelly, M.G.; Greenblatt, L.P.; Nelson, F.C. (American Home Products Corp.); Trisubstd. oxazole derivs. as serotonin ligands. US 6242448 . |
合成路线2
该中间体在本合成路线中的序号：(III)4-Chloro-alpha-methylbenzhydrol (I) is alkylated with N-(2-chloroethyl)hexamethyleneimine (II) in benzene in the presence of sodium amide to give setastine. The starting products are obtained as follows; Caprolactame (III) is O-alkylated with dimethyl sulfate to yield the lactimether (IV), which is reduced with sodium borohydride to hexamethyleneimine (II). Friedel Cratts acylation of chlorobenzene (V) with benzoyl chloride (VI) affords the benzophenone (VII), to which methylmagnesium bromide is added to give the carbinol (I).
| 【1】 Rakoczi, J.; Bolla, K.; Beck, I.; Porszasz, K. (Egis Pharmaceuticals Ltd.); New benzhydryloxy-alkylamine derivs. and process f. DE 2528194; GB 1463038 . |
| 【2】 Nogradi, M.; Setastine hydrochloride. Drugs Fut 1987, 12, 4, 357. |
| 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) | 22917 | 1-(4-chlorophenyl)-1-phenyl-1-ethanol | C14H13ClO | 详情 | 详情 | |
| (II) | 22918 | 1-(2-chloroethyl)azepane | C8H16ClN | 详情 | 详情 | |
| (III) | 22919 | 2-azepanone | 105-60-2 | C6H11NO | 详情 | 详情 |
| (IV) | 22920 | 7-methoxy-3,4,5,6-tetrahydro-2H-azepine; methyl 3,4,5,6-tetrahydro-2H-azepin-7-yl ether | 2525-16-8 | C7H13NO | 详情 | 详情 |
| (V) | 10190 | 1-Chlorobenzene | 108-90-7 | C6H5Cl | 详情 | 详情 |
| (VI) | 10463 | Benzoyl chloride | 98-88-4 | C7H5ClO | 详情 | 详情 |
| (VII) | 22923 | (4-chlorophenyl)(phenyl)methanone; 4-Chlorobenzophenone | 134-85-0 | C13H9ClO | 详情 | 详情 |