Process for preparing 1-fluorocyclopropyl methyl ketone

US5336809A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Stefan Bohm · Cologne, DE
• Albrecht Marhold · Leverkusen, DE

Key dates

• Filing date: Mar 2, 1993
• Grant date: Aug 9, 1994
• Expiry date: Mar 2, 2013

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D249/08
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A new process for the preparation of 1-fluorocyclopropyl methyl ketone of the formula ##STR1## which process comprises a) in a first step, reacting 2-acetyl-2-chloro-4-butanolide of the formula ##STR2## with an addition product of triethylamine and hydrogen fluoride of the formula EQU (C.sub.2 H.sub.5).sub.3 N.multidot.n HF PA1 in which PA2 n represents the numbers 1, 2 or 3, PA2 in the presence of a diluent at a temperature between 20.degree. C. and 120.degree. C. and PA1 b) in a second step, reacting the resulting 2-acetyl-2-fluoro-4-butanolide of the formula ##STR3## with a nucleophilic agent in the presence of a diluent at a temperature between 50.degree. C. and 200.degree. C. New halogenoketones of the formula ##STR4## in which Hal represents chlorine or bromine.