:
Bifunctional ionic liquid [BIL] was found to be a highly effective catalyst for the ether synthesis without any inorganic base or solvent. By this protocol, different aryl substitutions were reacted with different phenol in good to excellent yields. The BIL is reusable without any loss in catalytic activity for nine consecutive cycles.
Background:
The Williamson reaction is a convenient renovation in fine chemical synthesis since the ethers are important in both bulk and fine industrial chemicals preparation and academic applications.
Objective:
The aim of this study is to highlight the use of BIL to synthesize mixed ethers using substituted phenols and to study the reusability in the next cycle.
Method:
The mixture of the phenol (1mmol), alcohol (1.2 mmol) and BIL ionic liquid (0.3 mol%) was added in to round-bottomed flask (100 mL) with continuous stirring for 1 hour.
Results:
The products obtained were phenol and substituted phenols containing withdrawing substituents in respectable yields. However, the reactions involving substituted phenols containing electron-donating groups often afford the corresponding products in low yields.
Conclusion:
BIL is found to be an effective catalyst in the etherification of various unsymmetrical ethers under mild conditions. Bifunctional ionic liquid as a solvent and catalyst will show real rewards by providing a ‘green’ method with the safer procedure, less reaction time periods, mild conditions, separation easy, and ionic liquid recycle.
:
Synthesis of chalcone by Claisen–Schmidt condensation using recyclable L- aspartic acid coupled imidazolium-based ionic liquid as a green synthetic approach has been developed. Present work offers significant advantages such as high yield, enhanced reaction speed even at room temperature, catalyst reusability, and the involvement of non-toxic reagents.
Background:
Chalcones are a flavonoid family and have pharmacological and biological activities. It includes antibacterial, antifungal, immunosuppressive, and anti-nociceptive properties.
Objective:
Ionic liquid has emerged as a powerful tool for molecular organic solvents and wide liquid range, ease of recovery and reuse, and making them a greener alternative to volatile organic solvents. Thus, our objective was to employ them as dual catalyst and solvent systems to synthesize chalcone via CS condensation in the present work.
Method:
In a typical experiment, benzaldehyde (10 mmol), acetophenone (10 mmol), and 2.5 mol% (L-AAIL) ionic liquid were mixed in a 50 mL round-bottom flask. The reaction was preceded quickly at room temperature with stirring, the resulting mixture became a biphasic system with the residue at the bottom and the upper phase containing some unreacted substrate separated from the catalyst by filtration and decantation. The catalyst was extracted with CH2Cl2 and split for the next cycle.
Results:
Claisen–Schmidt condensation accomplished with reasonable to good yields, ranged from 78 to 95% at room temperature in the presence of the [L-AAIL], as compared to the traditional route at more than 100O C.
Conclusion:
[L-AAIL] are found a highly efficient and eco-friendly catalyst for synthesizing chalcone derivatives at room temperature. [L-AAIL] as a solvent and catalyst will exhibit real advantages by providing a ‘green’ process with the safer operation, Short reaction periods, mild reaction conditions, easier separation, and reusability of ionic liquid made this methodology valuable for synthetic organic chemists as well as industry.
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