Basic ionic liquid [BMIM][OH] as heterogeneous catalyst mediated solvent-free Stobbe condensation applying grindstone technique for the synthesis of novel β-arylidene-β-benzoylpropionic acid derivatives

ABSTRACT

The basic ionic liquid 1-butyl-3-methylimidazolium hydroxide, i.e. [BMIM][OH], proficiently catalyzed Stobbe condensation in solvent-free condition. An extensive range of aromatic aldehydes simply undergo condensations with methyl-β-benzoyl propionate. The reactions proceed at room temperature and are very fast (10 min). However, the most crucial feature of this methodology is the solvent-free approach and applying grindstone technique for condensation, which is generally not possible by any other conventional reagents and was not addressed adequately in literature providing a general and convenient procedure. The potential application of [BMIM][OH] in organic synthesis is increasing rapidly due to its high yields of the desired products (80%–92%), minimal reaction time, reaction simplicity, and low-cost chemicals. All novel compounds of β-arylidene-β-benzoylpropionic acid derivatives were characterized by IR, ¹H NMR, and mass spectra.

KEYWORDS:

• Ionic liquid
• Stobbe condensation
• β-arylidene-β-benzoylpropionic acid
• solvent free
• grindstone technique

Acknowledgments

The author Trimurti L. Lambat gratefully acknowledges the funding support rendered by the DST, New Delhi, for the INSPIRE Fellowship [IF120418]. We are also thankful to Director, Government Institute of Science, Nagpur, for providing good research facilities, and SAIF, Chandigarh, for spectral analysis.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

Department of Science and Technology, Ministry of Science and Technology [grant number IF120418].