Synthesis of low-fluoride organic compounds

US6252105A · kind A · utility

Assignee

• SOLVAY FLUOR und DERIVATE GmbH · DE

Inventors

• Max Braun · Großburgwedel, DE
• Johannes Eicher · Garbsen, DE
• Francine Janssens · Vilvoorde, BE
• Kerstin Eichholz · Langenhagen, DE
• Stefan Palsherm · Barsinghausen, DE

Key dates

• Filing date: Jul 6, 1999
• Grant date: Jun 26, 2001
• Expiry date: Jul 6, 2019

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C67/58
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Organic compounds, e.g. fluorinated organic compounds such as fluorinated carboxylic acids or fluorinated carboxylic acid chlorides, may contain small amounts of carboxylic acid fluorides, hydrogen fluoride or hydrolyzable fluoride, which during the preparation of derivatives of the fluorinated organic compounds, for example by esterification, may yield corrosive fluorides or hydrogen fluoride. The invention is a method for the synthesis and/or purification of preferably fluorinated organic compounds such as carboxylic acids, carboxylic acid chlorides and derivatives such as esters thereof, starting from corresponding carboxylic acid chlorides containing acid fluorides or hydrolyzable fluoride, and alcohols under the catalytic action of "onium" salts of carboxylic acids, to obtain products which have a low fluoride content. Alternatively, an inorganic oxide adsorbent is utilized. The method is especially suitable for the synthesis of esters of trifluoroacetic acid, chlorodifluoroacetic acid, trifluoroacetoacetic acid and/or difluoroacetoacetic acid.