Method for producing nitriles by elimination of water from aldehyde oximes with alkylphosphonic anhydrides

US7405318B2 · kind B2 · utility

Assignee

• Archimica, Inc. · US

Inventors

• Andreas Meudt · Hofheim, DE
• Stefan Scherer · Büttelborn, DE
• Claudius Boehm · Frankfurt, DE

Key dates

• Filing date: Jun 4, 2005
• Grant date: Jul 29, 2008
• Expiry date: Oct 14, 2025

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D307/68
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention relates to a method for producing the nitrites of formula: R1—CN by reacting aldehyde oximes (R1CN═N—OH) with cyclic alkylphosphonic anhydrides at a temperature ranging from −100 to +120° C., wherein R1 represents H, a linear or branched C1-C12 alkyl group, a C3-C10 cycloalkyl, alkenyl or an aryl or heteroaryl group. The cyclic phosphonic anhydride preferably used is a 2,4,6-substituted 1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide of formula (I), wherein R′ independently represents allyl, aryl or open-chain or branched C1 to C12 alkyl groups. Optionally, the reaction can be carried out in the presence of a tertiary amine base NR23