gamma-Chlorobutyrophenone; 4-Chloro-1-phenyl-1-butanone -Drug Synthesis Database

【结构式】

【分子编号】32227

【品名】gamma-Chlorobutyrophenone; 4-Chloro-1-phenyl-1-butanone

【CA登记号】939-52-6

【分子式】C₁₀H₁₁ClO

【分子量】182.64944

【元素组成】C 65.76% H 6.07% Cl 19.41% O 8.76%

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：(I)

The reaction of gamma-chlorobutyrophenone (I) with ethylene glycol (II) by means of p-toluenesulfonic acid in refluxing benzene gives the corresponding ethylene ketal (III), which is condensed with cis-2,6-dimethylpiperidine (IV) by means of Na and heat, and hydrolyzed with concentrated HCl yielding gamma-(cis-2,6-dimethyl-1-piperidyl)butyrophenone (V). Finally, this compound is condensed with 2-bromopyridine (VI) by means of butyllithium in THF.

参考文献中间体

合成目标

【1】 Fleming, R.W. (Pfizer Inc.); Antiarrhythmic (+,-)-cis- alpha [3-(2,6-dimethyl-1-piperidinyl)propyl]-alpha-phenyl-2-pyridinemethanols. US 4112103 .
【2】 Blancafort, P.; Serradell, M.N.; Castaner, J.; Hillier, K.; Pirmenol hydrochloride. Drugs Fut 1981, 6, 4, 234.

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)	32227	gamma-Chlorobutyrophenone; 4-Chloro-1-phenyl-1-butanone	939-52-6	C₁₀H₁₁ClO	详情	详情
(II)	11295	Polyethylene glycol;1,2-Ethanediol;Monoethylene glycol; Ethylene glycol	107-21-1	C₂H₆O₂	详情	详情
(III)	32228	2-(3-chloropropyl)-2-phenyl-1,3-dioxolane		C₁₂H₁₅ClO₂	详情	详情
(IV)	32229	(2R,6S)-2,6-dimethylpiperidine; cis-2,6-dimethylpiperidine		C₇H₁₅N	详情	详情
(V)	32230	gamma-(cis-2,6-dimethyl-1-piperidyl)butyrophenone; 4-[(2R,6S)-2,6-dimethylpiperidinyl]-1-phenyl-1-butanone; gamma-(cis-2,6-dimethyl-1-piperidyl)butyrophenone		C₁₇H₂₅NO	详情	详情
(VI)	29052	2-Bromopyridine；α-bromopyridine;α-bromoazine	109-04-6	C₅H₄BrN	详情	详情

Extended Information