合成路线:A process useful for the industrial preparation of eberconazole has been reported: The Wittig condensation of 2-(methoxycarbonyl)benzyl(triphenyl)phosphonium bromide (I) with 3,5-dichlorobenzaldehyde (II) by means of NaH in DMF gives 2-[2-(3,5-dichlorophenyl)vinyl]benzoic acid methyl ester (III),which is hydrolyzed with NaOH in methanol to the corresponding free acid (IV).The hydrogenation of (IV) with H2 over Pd/C in methanol affords 2-[2-(3,5-dichlorophenyl)ethyl]benzoic acid (V),which is cyclized to 2,4-dichloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one (VI) by means of polyphosphoric acid.The reduction of (VI) with NaBH4 yields the corresponding carbinol (VII),which is treated with SOCl2 affording the chloride (VIII).Finally,this compound is condensed with imidazole (IX) in refluxing DMF.
参考文献标题:Process for the preparation of eberconazol and intermediates thereof
文献作者:Farrerons Gallemi,C.; Monserrat Vidal,C.; Miquel Bono,I.J.(Laboratorios Salvat SA)
参考来源:WO 9921838
合成路线:The reduction of 2,4-dichloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one (I) with NaBH4 in methanol gives the corresponding alcohol (II),which is treated with refluxing SOCl2 to yield 2,4,5-trichloro-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (III).Finally,this compound is condensed with imidazole (IV) in refluxing DMF and salified with nitric acid in isopropanol/diisopropyl ether.
参考文献标题:Eberconazole Nitrate
文献作者:Rabasseda,X.; Castar,J.; Font,E.
参考来源:Drugs Fut 1996,21(8),792
产品链接: CAS No. 128326-82-9›› 产品链接: CAS No.130104-32-4››