Jump to main content
Jump to site search

Issue 2, 2011
Previous Article Next Article

Ambient carboxylation on a supported reversible CO2 carrier: ketone to β-keto ester

Author affiliations

Abstract

A reversible CO2 carrier (RCC) has been developed to perform carboxylation of ketone to β-ketoester under ambient CO2 pressure and temperature. RCC has been synthesized by immobilizing 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) on methylhydrosiloxane support and reacting with CO2 with 100% degree of functionalisation. RCC is found to be recyclable and shows retention of activity in 5 recycles. CO2 absorption under ambient temperature and desorption at 120 °C renders the material suitable for carrying out carboxylation reactions at 25 °C with excellent yields. The yield of the reaction can reach up to 100% with TON 200 in 4 h. The extent of the reaction primarily depends upon enol content of the substrate. β-Ketoacid produced during the reaction can be isolated and converted to its corresponding methyl ester derivative by reacting with methyl iodide.

Graphical abstract: Ambient carboxylation on a supported reversible CO2 carrier: ketone to β-keto ester

Back to tab navigation
Please wait while Download options loads

Publication details

The article was received on 18 Oct 2010, accepted on 02 Dec 2010 and first published on 04 Jan 2011


Article type: Paper
DOI: 10.1039/C0GC00704H
Citation: Green Chem., 2011,13, 376-383
  •   Request permissions

    Ambient carboxylation on a supported reversible CO2 carrier: ketone to β-keto ester

    E. J. Beckman and P. Munshi, Green Chem., 2011, 13, 376
    DOI: 10.1039/C0GC00704H

Search articles by author