Process for preparing 3-(4-pyridinyl)-2-cyclohexen-1- one oxime

Details Process for preparing 3-(4-pyridinyl)-2-cyclohexen-1- one oxime Process for preparing 3-(4-pyridinyl)-2-cyclohexen-1- one oxime

Category

C - Chemistry, Metallurgy

Subcategory

07

Subsubcategory

D

CPC

260/296

IPC codes

C07D 213/53 (2006.01) C07D 213/50 (2006.01)

Type

Patent

Patent number

CA 1129865

Description

D.N. 3672 PROCESS ABSTRACT OF THE DISCLOSURE An improved method of preparing 3-(4-pyridinyl)-2- cyclohexen-1-one oxime from ethyl 5-oxo-2-[(4-pyridinyl)- carbonyl]hexanoate is a one pot sequence which comprises first heating ethyl 5-oxo-2-[(4-pyridinyl)carbonyl]hexanoate with excess sulfuric acid, neutralizing the excess acid, extracting the resulting 3-(4-pyridinyl)-2-cyclohexen-1-one with isopropyl alcohol, draining off the heavier aqueous layer, adding hydroxylamine hydrochloride to the isopropyl alcohol solution of said 2-cyclohexen-1-one, stirring the mixture at reflux, basifying the mixture and evaporating it to dryness, and isolating 3-(4-pyridinyl)-2-cyclohexen-1-one oxime from the residue. The oxime is an intermediate for preparing 3-(4-pyridinyl)aniline, in turn, an intermediate for preparing rosoxacin, an antibacterial agent.

Application Number

367086

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