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【结 构 式】

【分子编号】33452

【品名】5-methoxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone oxime

【CA登记号】

【 分 子 式 】C13H16F3NO2

【 分 子 量 】275.2707896

【元素组成】C 56.72% H 5.86% F 20.71% N 5.09% O 11.62%

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:(II)

Compound can be prepared in three different ways all starting from p-trifluoromethyl-5-methoxy-valerophenone (I): 1) By condensation of (I) with 2-aminooxyethylamine dihydrochloride in refluxing pyridine ethanol (C). 2) The reaction of (I) with hydroxylamine as usual yields the corresponding oxime (II), which is then condensed with 2-chloroethylamine (B) by means of KOH in DMF. 3) The reaction of the oxime (II) with Li and ethylene oxide (A) in absolute ethanol affords the O-(2-hydroxyethyl)oxime (III), which is esterified with mesyl chloride by means of triethylamine in methylene chloride giving the O-(2-mesyloxyethyl)oxime (IV). Finally, this compound is treated with NH3 in methanol at 100 C in a pressure vessel.

1 Welle, H.B.A.; Claassen, V.; Oxime ethers having anti-depressive activity. DE 2610886; FR 2304336; GB 1535226; JP 51125345; NL 7503310; US 4085225 .
2 Thorpe, P.J.; Castaner, J.; Fluvoxamine. Drugs Fut 1978, 3, 4, 288.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 10393 Oxirane; Ethylene oxide 75-21-8 C2H4O 详情 详情
(B) 33455 2-chloro-1-ethanamine; 2-chloroethylamine C2H6ClN 详情 详情
(I) 33451 5-methoxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone C13H15F3O2 详情 详情
(II) 33452 5-methoxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone oxime C13H16F3NO2 详情 详情
(III) 33453 5-methoxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone O-(2-hydroxyethyl)oxime C15H20F3NO3 详情 详情
(IV) 33454 2-[([(E)-5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene]amino)oxy]ethyl methanesulfonate C16H22F3NO5S 详情 详情
(C) 21003 2-(aminooxy)-1-ethanamine; 2-(aminooxy)ethylamine C2H8N2O 详情 详情
Extended Information