Ketoximes, processes therefor, and copper extraction process

US6342635B1 · kind B1 · utility

Assignee

• Henkel Limited

Inventors

• Michael J. Virnig · Tucson, US
• Horst Josten · Goldkronach, DE
• Mary Collins · Cork, IE
• George A. Wolfe · Tucson, US
• Dustin Gordon · Vail, US
• Rainer Eskuchen · Langenfeld, DE
• Eugen Heinrichs · Goldkronach, DE
• Frank McDonnell · Blarney, IE
• Paul O'Driscoll · Passage West, IE

Key dates

• Filing date: Feb 25, 1999
• Grant date: Jan 29, 2002
• Expiry date: Feb 25, 2019

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C45/54
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Ketoximes, processes for their preparation, compositions containing them, and a copper extraction process using the compositions.One process for the preparation of the ketoximes comprises the following steps:A) reacting a phenol with a monocarboxylic acid, monocarboxylic acid halide, or monocarboxylic acid anhydride in an inert organic solvent in the presence of an acid catalyst to esterify the phenol;B) removing any water of reaction produced in step A) either during step A) or in a separate step following step A);C) adding a Lewis acid to the resulting anhydrous reaction mixture;D) heating the reaction mixture from step C) to a reaction temperature sufficient to obtain a ketone by the Fries Rearrangement;E) maintaining the heated reaction mixture for a time period of from 2 to 8 hours at the reaction temperature;F) at a time of from half to three-quarters of said time period, adding to the heated reaction mixture additional aliphatic monocarboxylic acid, acid halide, or acid anhydride, optionally with additional Lewis acid, and continuing to maintain the heated reaction mixture at the reaction temperature for the remainder of said time period;G) isolating the ketone reaction prod…