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【结 构 式】

【分子编号】40738

【品名】1-[2,5-bis(2,2,2-trifluoroethoxy)phenyl]-1-ethanone

【CA登记号】76784-40-2

【 分 子 式 】C12H10F6O3

【 分 子 量 】316.2000192

【元素组成】C 45.58% H 3.19% F 36.05% O 15.18%

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:(IV)

The etherification of hydroquinone (I) with 2,2,2-trifluoroethyl trifluoromethanesulfonate (II) by means of K2CO3 in refluxing acetone gives the corresponding diether (III), which is submitted to a Friedel-Crafts condensation with Ac-Cl or Ac2O and AlCl3 in dichloromethane yielding the acetophenone (IV). The chlorination of (IV) with Cl2 in acetic acid at 55 C gives the alpha, alpha-dichloroacetophenone (V), which is further chlorinated with Cl2 and NaOAc in acetic acid at 100 C affording the corresponding trichloro derivative (VI). The reaction of (VI) with 2-(aminomethyl)pyridine (VII) in cyclohexane/toluene or isopropanol furnishes the benzamide (VIII), which is finally hydrogenated with H2 over Pt/C in isopropanol/acetic acid to give the target piperidine derivative.

1 Leir, C.M. (3M Pharmaceuticals); Process for the preparation of derivs. of pyrrolidine and piperidine. US 4642384 .
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) 13163 p-Dihydrobenzene; Hydroquinone 123-31-9 C6H6O2 详情 详情
(II) 40675 2,2,2-trifluoroethyl trifluoromethanesulfonate 6226-25-1 C3H2F6O3S 详情 详情
(III) 40737 1,4-bis(2,2,2-trifluoroethoxy)benzene; 4-(2,2,2-trifluoroethoxy)phenyl 2,2,2-trifluoroethyl ether 66300-61-6 C10H8F6O2 详情 详情
(IV) 40738 1-[2,5-bis(2,2,2-trifluoroethoxy)phenyl]-1-ethanone 76784-40-2 C12H10F6O3 详情 详情
(V) 40739 1-[2,5-bis(2,2,2-trifluoroethoxy)phenyl]-2,2-dichloro-1-ethanone C12H8Cl2F6O3 详情 详情
(VI) 40740 1-[2,5-bis(2,2,2-trifluoroethoxy)phenyl]-2,2,2-trichloro-1-ethanone 76784-42-4 C12H7Cl3F6O3 详情 详情
(VII) 13582 2-Pyridinylmethanamine; 2-Pyridinylmethylamine; 2-(Aminomethyl)pyridine 3731-51-9 C6H8N2 详情 详情
(VIII) 33970 N-(2-pyridinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide C17H14F6N2O3 详情 详情
(IX) 18983 1,4-dibromobenzene 106-37-6 C6H4Br2 详情 详情
(X) 19483 2,2,2-trifluoro-1-ethanol 75-89-8 C2H3F3O 详情 详情
Extended Information