Preparation of α,β-ethylenically unsaturated carboxylic salts by catalytic carboxylation of alkenes

US8697909B2 · kind B2 · utility

Assignee

• BASF SE

Inventors

• Michael Limbach · Worms, DE
• Ronald Lindner · Dossenheim, DE
• Michael Lejkowski · Neckargemünd, DE
• Takeharu Kageyama · Heidelberg, DE
• Gabriella Eva Bodizs · Bellinzona, CH
• Stephan Schunk · Heidelberg, DE
• Cornelia Futter · Heidelberg, DE
• Jörg Rother · Bruchsal, DE

Key dates

• Filing date: Dec 27, 2012
• Grant date: Apr 15, 2014
• Expiry date: Dec 27, 2032

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F15/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

In a process for preparing an alkali metal or alkaline earth metal salt of an α,β-ethylenically unsaturated carboxylic acid, a) a transition metal-alkene complex is reacted with CO2 to give a metallalactone, b) the metallalactone is reacted with a base to give an adduct of the alkali metal or alkaline earth metal salt of the α,β-ethylenically unsaturated carboxylic acid with the transition metal complex, and c) the adduct is reacted with an alkene to release the alkali metal or alkaline earth metal salt of the α,β-ethylenically unsaturated carboxylic acid and regenerate the transition metal-alkene complex. The base is selected from alkali metal or alkaline earth metal hydroxides and alkali metal or alkaline earth metal superbases. The alkene is, for example, ethene. The transition metal complex comprises, for example, nickel and a bidentate P,P, P,N, P,O or P,carbene ligand, such as 1,2-bis(di-tert-butylphosphino)ethane.