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Clomiphene, Serofene, Clomid(citrate), Serophene(citrate)

氯米芬Chemical Name: 2-[4-(2-Chloro-1,2-diphenylvinyl)phenoxy]-N,N-diethylethanamine
CAS No. 911-45-5
项目整合开发状态: Launched-1961
项目研究机构: Aventis Pharma (Originator), Serono (Originator)
合成路线:The Grignard reaction of 4-(beta-diethylaminoethoxy)benzophenone (I) with benzylmagnesium chloride (II) yields the diphenyl benzyl carbinol (III),which is dehydrated to the ethylene (IV) by treatment with HCl in refluxing ethanol.The reaction of (IV) first with N-chlorosuccinimide (V) and then with K2CO3 affords a mixture of cis- and trans-1-[p-(beta-diethylaminoethoxy)phenyl]-1,2-diphenylchloroethylene (VI),which by treatment with citric acid (VII) is converted into the corresponding citrate (VIII) (1).Finally this compound is treated with binaphthyl-phosphoric acid (IX) in methanol in order to separate cis and trans isomers (2).
📌 参考资料/链接:
参考文献标题:
文献作者:Allen,R.E.; et al.
参考来源:DE 1155436

📄 详细内容


合成路线:The Grignard reaction of 4-(beta-diethylaminoethoxy)benzophenone (I) with benzylmagnesium chloride (II) yields the diphenyl benzyl carbinol (III),which is dehydrated to the ethylene (IV) by treatment with HCl in refluxing ethanol.The reaction of (IV) first with N-chlorosuccinimide (V) and then with K2CO3 affords a mixture of cis- and trans-1-[p-(beta-diethylaminoethoxy)phenyl]-1,2-diphenylchloroethylene (VI),which by treatment with citric acid (VII) is converted into the corresponding citrate (VIII) (1).Finally this compound is treated with binaphthyl-phosphoric acid (IX) in methanol in order to separate cis and trans isomers (2).

参考文献标题:
文献作者:Viterbo,R.; Jacques,J.
参考来源:CA 961500; DE 2212660; FR 2129741; GB 1360946; US 3848030; ZA 7201297


合成路线:The Grignard reaction of 4-(beta-diethylaminoethoxy)benzophenone (I) with benzylmagnesium chloride (II) yields the diphenyl benzyl carbinol (III),which is dehydrated to the ethylene (IV) by treatment with HCl in refluxing ethanol.The reaction of (IV) first with N-chlorosuccinimide (V) and then with K2CO3 affords a mixture of cis- and trans-1-[p-(beta-diethylaminoethoxy)phenyl]-1,2-diphenylchloroethylene (VI),which by treatment with citric acid (VII) is converted into the corresponding citrate (VIII) (1).Finally this compound is treated with binaphthyl-phosphoric acid (IX) in methanol in order to separate cis and trans isomers (2).
参考文献标题:Zuclomiphene
文献作者:Castar,J.; Paton,D.M.
参考来源:Drugs Fut 1978,3(11),850


产品链接: CAS No. 911-45-5››