The efficient hydroxyalkylation of phenol with formaldehyde to bisphenol F over a thermoregulated phase-separable reaction system containing a water-soluble Brønsted acidic ionic liquid

RSC Advances ◽  
2014 ◽  
Vol 4 (63) ◽  
pp. 33466-33473 ◽  
Author(s):  
Qing Wang ◽  
Zhi Min Wu ◽  
Yongfei Li ◽  
Ying Tan ◽  
Ning Liu ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Reaction System ◽  
Water Soluble ◽  
High Yield ◽  
Temperature Dependent ◽  
Original Activity ◽  
Bisphenol F ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Phenol Water

A temperature-dependent biphasic system of IL–phenol–water was applied in the hydroxyalkylation of phenol with formaldehyde to bisphenol F. [C6MIM][HSO4] gave high yield of 80.5% and selectivity of 96.9% for bisphenol F. The recovered [C6MIM][HSO4] retained the original activity after six recycling-uses.

1, 1’-Sulfinyldiethylammonium Bis (Hydrogen Sulfate) as a Recyclable Dicationic Ionic Liquid Catalyst for the Efficient Solvent-free Synthesis of 3, 4-Dihydropyrimidin-2(1H)-ones via Biginelli Reaction

2020 ◽  
Vol 23 (2) ◽  
pp. 157-167
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Biginelli Reaction ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Hydrogen Sulfate ◽  
One Pot ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Solvent Free Conditions ◽  
Dicationic Ionic Liquid

Objective: A facile and efficient method for synthesis of 3, 4-dihydropyrimidin-2(1H)-ones via Biginelli reaction catalyzed by a novel dicationic Brönsted acidic ionic liquid, [(EtNH2)2SO][HSO4]2, has been successfully developed. Material and Method:: 3, 4-Dihydropyrimidin-2(1H)-ones were synthesized through one-pot condensation of aromatic aldehydes, ethyl acetoacetate, and urea under solvent-free conditions using [(EtNH2)2SO][HSO4]2 as a novel catalyst. The progress of the reaction was monitored by thin-layer chromatography (ethyl acetate / n-hexane = 1 / 5). The products have been characterized by IR, 1H NMR, 13C NMR, and also by their melting points. Results: In this research, a library of dihydropyrimidinone derivatives was synthesized via Biginelli reaction under solvent-free conditions at 120oC using [(EtNH2)2SO][HSO4]2 as a catalyst. Various aromatic aldehydes, as well as heteroaromatic aldehydes, were employed, affording good to high yields of the corresponding products and illustrating the substrate generality of the present method. In addition, the prepared dicationic Brönsted acidic ionic liquid can be easily recovered and reused. Conclusion: 1, 1’-Sulfinyldiethylammonium bis (hydrogen sulfate), as a novel dicationic ionic liquid, can act as a highly efficient catalyst for the synthesis of 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free conditions.

Synthesis and Characterization of a Novel Ionic Liquid Based on N,N,N,N-tetramethylethylenediamine and its Application in the Synthesis of 1,8-dioxo-octahydro Xanthenes

2018 ◽  
Vol 21 (7) ◽  
pp. 526-532 ◽  
Author(s):  
Zahra Abdi Piralghar ◽  
Mohammad Mahmoodi Hashemi ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Chlorosulfonic Acid ◽  
Solvent Free ◽  
Aryl Aldehydes ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Solvent Free Conditions ◽  
Aryl Aldehyde ◽  
High Yields

Aim and Objective: In this work, we synthesized and characterized a novel Brönsted acidic ionic liquid from the reaction of N, N, N’, N’-tetramethylethylenediamine with chlorosulfonic acid and explored its catalytic activity in 1, 8-dioxo-octahydroxanthenes synthesis. Materials and Methods: Dimedone, aryl aldehydes, and the ionic liquid as the catalyst were reacted under solvent-free conditions. The progressive of the reaction was monitored by a thin layer of chromatography (ethyl acetate/n-hexane = 1/5). All products were characterized as the basis of their spectra data and melting point by comparison with those reported in the literature. Results: The prepared ionic liquid was successfully applied in the synthesis of 1, 8-dioxooctahydroxanthenes in good to high yields on the reaction of aryl aldehyde and dimedone at 120oC under solvent-free conditions. Conclusion: This research demonstrates that the catalyst is impressive for 1, 8-dioxo-octahydroxanthenes synthesis under solvent-free conditions.

Brønsted acidic ionic liquid-catalyzed dehydrative formation of isosorbide from sorbitol: introduction of a continuous process

2017 ◽  
Vol 7 (10) ◽  
pp. 2065-2073 ◽  
Author(s):  
Jie Deng ◽  
Bao-Hua Xu ◽  
Yao-Feng Wang ◽  
Xian-En Mo ◽  
Rui Zhang ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Continuous Process ◽  
Efficient Synthesis ◽  
Acidic Ionic Liquid ◽  
Highly Efficient ◽  
Brønsted Acidic Ionic Liquid ◽  
Acidic Ionic Liquids ◽  
First Time

A highly efficient synthesis of isosorbide from sorbitol was developed using Brønsted acidic ionic liquids (BILs) as the catalyst for the first time.

Microwave-assisted rapid and efficient deprotection and direct esterification and silylation of MOM and EOM ethers catalyzed by [Hmim][HSO4] as a Brønsted acidic ionic liquid

2010 ◽  
Vol 141 (10) ◽  
pp. 1083-1088 ◽  
Author(s):  
Iraj Mohammadpoor-Baltork ◽  
Majid Moghadam ◽  
Shahram Tangestaninejad ◽  
Valiollah Mirkhani ◽  
Ahmad Reza Khosropour ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Direct Esterification ◽  
Microwave Assisted ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid

Efficient pseudo five-component synthesis of 4,4′-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol) derivatives promoted by a novel ionic liquid catalyst

2018 ◽  
Vol 73 (3-4) ◽  
pp. 191-195 ◽  
Author(s):  
Zahra Abshirini ◽  
Abdolkarim Zare
Keyword(s):  
Ionic Liquid ◽  
Disulfonic Acid ◽  
Thermal Gravimetric ◽  
One Pot ◽  
Mild Conditions ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
The One ◽  
C Nmr

AbstractIn this research, initial production and characterization of a novel Brønsted-acidic ionic liquid, namely,N,N,N′,N′-tetramethylethylenediaminium-N,N′-disulfonic acid hydrogen sulfate ([TMEDSA][HSO4]2), has been described (characterization was achieved using Fourier-transform infrared spectroscopy,1H nuclear magnetic resonance (NMR),13C NMR, and mass and thermal gravimetric spectra). Thereafter, utilization of [TMEDSA][HSO4]2as a highly effectual catalyst for the synthesis of 4,4′-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol) derivatives through the one-pot pseudo five-component reaction of phenylhydrazine (2 eq.) with ethyl acetoacetate (2 eq.) and arylaldehydes (1 eq.) in relatively mild conditions, has been reported.

Brønsted Acidic Ionic Liquid-Catalyzed Regioselective Synthesis of Pyrazolopyrimidines and Their Photophysical Properties

2018 ◽  
Vol 3 (5) ◽  
pp. 1404-1410 ◽  
Author(s):  
Mukta Singsardar ◽  
Rajib Sarkar ◽  
Koushik Majhi ◽  
Subrata Sinha ◽  
Alakananda Hajra
Keyword(s):  
Ionic Liquid ◽  
Photophysical Properties ◽  
Regioselective Synthesis ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid

scholarly journals Corrigendum: Functionalization of Carbon Materials by Reduction of Diazonium Cations Produced In Situ in a Brønsted Acidic Ionic Liquid

2020 ◽  
Vol 7 (21) ◽  
pp. 4440-4440
Author(s):  
Janine Carvalho Padilha ◽  
Jean‐Marc Noël ◽  
Jean‐Franҫois Bergamini ◽  
Joёlle Rault‐Berthelot ◽  
Corinne Lagrost
Keyword(s):  
Ionic Liquid ◽  
Carbon Materials ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid

Oxidation of Condensed Thiophene Derivatives with Brønsted Acidic Ionic Liquid

2019 ◽  
Vol 74 (6) ◽  
pp. 284-289
Author(s):  
A. V. Akopyan ◽  
E. A. Eseva ◽  
P. D. Polikarpova ◽  
A. A. Kedalo ◽  
A. V. Anisimov
Keyword(s):  
Ionic Liquid ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Thiophene Derivatives
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