scholarly journals A green method for the acylation of secondary alcohols with [CholineCl][ZnCl2]3-catalyzed by ultrasonic method

2019 ◽  
Vol 1 (6) ◽  
pp. 169-176
Author(s):  
Nguyen Truong Hai ◽  
Tran Hoang Phuong

DES (deep eutectic solvents) [CholineCl][ZnCl2]3, which easily prepared from choline chloride and zinc chloride (ZnCl2), is useful for the acylation of secondary alcohols with acid anhydrides. Acylation of alcohols with acid anhydrides as acylating reagent using [CholineCl][ZnCl2]3 as a catalyst was investigated under the ultrasonic method. Six secondary alcohols were investigated and afforded high yields (88-96%). The desired products were characterized by NMR and GCMS spectra. Different from traditional Lewis acidic catalysts, [CholineCl][ZnCl2]3 was found to be an efficient catalyst for acylation of alcohols under mild conditions. By using the ultrasonic method, the processes gave high yield; the catalyst is cheap, easy to handle, recyclable for several times without significant loss of the catalytic activity.

2015 ◽  
Vol 70 (3) ◽  
pp. 171-176 ◽  
Author(s):  
Shahrzad Abdolmohammadi ◽  
Maryam Afsharpour

AbstractA green, efficient and simple protocol was developed for the synthesis of dihydropyrimido[4,5-d]pyrimidinetrione derivatives via a coupling reaction of 6-aminouracils, aromatic aldehydes and urea in aqueous media in the presence of nano-crystalline CuI at room temperature. The products were obtained in high yields. CuI nanoparticles can be recycled three times without significant loss of catalytic activity.


2013 ◽  
Vol 2013 ◽  
pp. 1-12 ◽  
Author(s):  
Ahmad Reza Massah ◽  
Roozbeh Javad Kalbasi ◽  
Mahdiehsadat Khalifesoltani ◽  
Fariba Moshtagh Kordesofla

Sulfonamides amines, alcohols, and phenols were efficiently acylated with carboxylic acid anhydrides and chlorides using ZSM-5-SO3H as catalyst under mild and solvent-free conditions. Also, direct esterification of alcohols with carboxylic acids occurred readily in the presence of this catalyst. Different types of amides and esters were obtained in moderate to high yields and purity after a simple workup. No chromatographic separation is needed for isolation of the acylated product. The catalyst was recovered and reused for up to four times without a noticeable decrease in catalytic activity.


2002 ◽  
Vol 2002 (4) ◽  
pp. 188-189 ◽  
Author(s):  
Tong-Shou Jin ◽  
Jun-Jie Guo ◽  
Ya-Hui Yin ◽  
Su-Ling Zhang ◽  
Tong-Shuang Li

Methoxymethylation of primary and secondary alcohols with dimethoxymethane has afforded the corresponding methoxymethyl ethers in good to high yields in the presence of TiO2/SO42- solid superacid.


2009 ◽  
Vol 87 (8) ◽  
pp. 1122-1126 ◽  
Author(s):  
Mona Hosseini-Sarvari

Commercially available zirconia (ZrO2) is reported as an extremely efficient catalyst for the synthesis of quinolines. A one-step reaction of 2-aminoarylketones and a carbonyl compound (Friedlander reaction) took place under solvent-free conditions to afford the corresponding quinolines in good-to-high yields in the presence of ZrO2. Furthermore, the catalyst is reused several times without any significant loss of its catalytic activity.


Author(s):  
The Thai Nguyen ◽  
Phuong Hoang Tran

Magnetic nanoparticle supported deep eutectic solvents have been synthesized by preparing and grafting [Urea]4[ZnCl2] deep eutectic solvent onto the surface of silica-coated Fe3O4 magnetic nanoparticles using 3‐ chloropropyltrimethoxysilane as a linker. DES@MNP was fully characterized using scanning and transmission electron microscopies, Fourier transforms infrared, energy-dispersive X-ray spectroscopies, vibrating sample magnetometer X-ray diffraction, and thermogravimetric analysis. In this study, we have developed the synthesis of 2-benzylbenzoxazole via condensation reaction of 2-nitrophenols and acetophenones using a magnetic nanoparticle supported [Urea]4[ZnCl2] deep eutectic solvent as a novel, green and efficient catalyst. In the presence of 1,4-diazabicyclo[2.2.2]-octane, elemental sulfur acted as an excellent reductant in promoting oxidative rearranging coupling in this reaction. The reaction has been conducted via the stirring method and the reaction conditions were surveyed (16 h, 130 °C, acetophenone, 2-nitrophenol, DABCO and sulfur molar ratio of 2:1:1:3, 10 mol% DES@MNP catalyst). Six 2-benzylbenzoxazole derivatives have been synthesized via this method with good yield (86-91%). The structure of the pure product has been confirmed through FT-IR, 1H NMR, 13C NMR, and GC-MS methods. More importantly, DES@MNP has been separated from the reaction mixture by a magnet and reused over five consecutive runs without significant loss of catalytic activity.


2012 ◽  
Vol 9 (2) ◽  
pp. 504-509 ◽  
Author(s):  
Farid Moeinpour ◽  
Amir Khojastehnezhad

Silica gel–supported polyphosphoric acid (PPA-SiO2) was found to be an efficient catalyst for the synthesis of 1,8-dioxodecahydroacridines via one-pot three-component condensation of aryl aldehydes, dimedone, and ammonium acetate or 4-methyl aniline in high yields, easy workup procedure and short period of times. The catalyst was separated by simple filtration and used in the reaction three times without any significant loss of its activity.


2012 ◽  
Vol 535-537 ◽  
pp. 851-854 ◽  
Author(s):  
Mohammad Reza Mohammad Shafiee ◽  
Raheleh Moloudi ◽  
Najmeh Teimouri Jervekani ◽  
Majid Ghashang

Magnesium 2,2,2-trifluoroacetate [Mg(OOCCF3)2] has been prepared from the reaction of trifluoroacetic acid and magnesium chloride and was tested for its catalytic activity in the multi-component reaction of aldehydes, 2-naphthol and an amide (or urea). This methodology results in the synthesis of a variety of 1-amidoalkyl-2-naphthol derivatives in high yields. The catalyst can be recovered and recycled without a significant loss in the catalytic activity


2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Yongzhuang Liu ◽  
Noemi Deak ◽  
Zhiwen Wang ◽  
Haipeng Yu ◽  
Lisanne Hameleers ◽  
...  

AbstractStabilization of reactive intermediates is an enabling concept in biomass fractionation and depolymerization. Deep eutectic solvents (DES) are intriguing green reaction media for biomass processing; however undesired lignin condensation is a typical drawback for most acid-based DES fractionation processes. Here we describe ternary DES systems composed of choline chloride and oxalic acid, additionally incorporating ethylene glycol (or other diols) that provide the desired ‘stabilization’ function for efficient lignocellulose fractionation, preserving the quality of all lignocellulose constituents. The obtained ethylene-glycol protected lignin displays high β-O-4 content (up to 53 per 100 aromatic units) and can be readily depolymerized to distinct monophenolic products. The cellulose residues, free from condensed lignin particles, deliver up to 95.9 ± 2.12% glucose yield upon enzymatic digestion. The DES can be recovered with high yield and purity and re-used with good efficiency. Notably, we have shown that the reactivity of the β-O-4 linkage in model compounds can be steered towards either cleavage or stabilization, depending on DES composition, demonstrating the advantage of the modular DES composition.


2020 ◽  
Vol 21 (1) ◽  
pp. 6-9
Author(s):  
Wuye Ria Andayanie

Soybean superior varieties with high yields and are resistant to abiotic stress have been largely released, although some varieties grown in the field are not resistant to SMV. In addition, the opportunity to obtain lines of hope as prospective varieties with high yield and resistance to SMV is very small. The method for evaluating soybean germplasm is based on serological observations of 98 accessions of leaf samples from SMV inoculation with T isolate. The evaluation results of 98 accessions based on visual observations showed 31 genotypes reacting very resistant or healthy to mild resistant category to SMV T isolate  with a percentage of symptom severity of 0 −30 %. Among 31 genotypes there are 2 genotypes (PI 200485; M8Grb 44; Mlg 3288) with the category of visually very resistant and resistant, respectively and  Mlg 3288  with the category of mild resistant.  They have a good agronomic appearance with a weight of 100 seeds (˃10 g) and react negatively with polyclonal antibodies to SMV, except Mlg 3288 reaction is not consistent, despite the weight of 100 seeds (˃ 10 g). Leaf samples from 98 accessions revealed various symptoms of SMV infection in the field. This diversity of symptoms is caused by susceptibility to accession, when infection occurs, and environmental factors. Keywords—: soybean; genotipe; Soybean mosaic virus (SMV); disease severity; polyclonal  antibody


2018 ◽  
Vol 21 (8) ◽  
pp. 602-608 ◽  
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi

Aim and Objective: In the present work, 1, 1’-sulfinyldiethylammonium bis (hydrogen sulfate) as a novel room temperature dicationic ionic liquid was synthesized and used as a catalyst for xanthenediones synthesis. Material and Method: The dicationic ionic liquid has been synthesized using ethylamine and thionyl chloride as precursors. Then, by the reaction of [(EtNH2)2SO]Cl2 with H2SO4, [(EtNH2)2SO][HSO4]2 was prepared and after that, it was characterized by FT-IR, 1H NMR, 13C NMR as well as Hammett acidity function. This dicationic ionic liquid was used as a catalyst for the synthesis of xanthenediones via condensation of structurally diverse aldehydes and dimedone under solvent-free conditions. The progress of the reaction was monitored by thin layer chromatography (ethyl acetate/n-hexane = 3/7). Results: An efficient solvent-free method for the synthesis of xanthenediones has been developed in the presence of [(EtNH2)2SO][HSO4]2 as a powerful catalyst with high to excellent yields, and short reaction times. Additionally, recycling studies have demonstrated that the dicationic ionic liquid can be readily recovered and reused at least four times without significant loss of its catalytic activity. Conclusion: This new dicationic ionic liquid can act as a highly efficient catalyst for xanthenediones synthesis under solvent-free conditions.


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