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【结 构 式】 
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【分子编号】26585 【品名】methyl 4-[(Z)-2-phenylethenyl]phenyl sulfide 【CA登记号】 |
【 分 子 式 】C15H14S 【 分 子 量 】226.34216 【元素组成】C 79.6% H 6.23% S 14.17% |
合成路线1
该中间体在本合成路线中的序号：(XI)An related procedure was based on the formation of the intermediate stilbene sulfone (XII) by Wittig reaction. Thus, condensation of phosphonium salt (IX) with aldehyde (X) in the presence of LiOEt gave stilbene (XI) as a mixture of geometric isomers. Then, oxidation of the sulfide group of (XI) with Oxone provided stilbene sulfone (XII). Alternatively, phosphonium salt (XIV), prepared from benzyl chloride (XIII) and triphenyl phosphine, was condensed with benzaldehyde to yield (XII). The oxidation of stilbene (XII) with KMnO4 produced benzil (XV). Finally, cyclization of (XV) with hemiacetal (VII) furnished the title imidazole.
| 【1】 Barta, T.E.; Collins, P.W.; Weier, R.M.; Stealey, M.A.; Antiinflammatory 4,5-diarylimidazoles as selective cyclooxygenase inhibitors. Bioorg Med Chem Lett 1998, 8, 24, 3443. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 10498 | Benzaldehyde;Benzoic aldehyde;Phenylmethanal | 100-52-7 | C7H6O | 详情 | 详情 | |
| (VII) | 26582 | 1-ethoxy-2,2,2-trifluoro-1-ethanol | 433-27-2 | C4H7F3O2 | 详情 | 详情 |
| (IX) | 26584 | benzyl(triphenyl)phosphonium iodide | 15853-35-7 | C25H22IP | 详情 | 详情 |
| (X) | 18815 | 4-(methylsulfanyl)benzaldehyde; 4-(methylmercapto)benzaldehyde | 3446-89-7 | C8H8OS | 详情 | 详情 |
| (XI) | 26585 | methyl 4-[(Z)-2-phenylethenyl]phenyl sulfide | C15H14S | 详情 | 详情 | |
| (XII) | 26586 | methyl 4-[(Z)-2-phenylethenyl]phenyl sulfone | C15H14O2S | 详情 | 详情 | |
| (XIII) | 26587 | 4-(chloromethyl)phenyl methyl sulfone | C8H9ClO2S | 详情 | 详情 | |
| (XIV) | 26588 | [4-(methylsulfonyl)benzyl](triphenyl)phosphonium chloride | C26H24ClO2PS | 详情 | 详情 | |
| (XV) | 26589 | 1-[4-(methylsulfonyl)phenyl]-2-phenyl-1,2-ethanedione | C15H12O4S | 详情 | 详情 |