scholarly journals SYNTHESIS OF ETHYL ETHER OF 4(4-HYDROXYPHENYL)- AND 4′-METHYL-4(4-HYDROXYPHENYL)CYCLOHEXANCARBONIC ACIDS AND THEIR AMINOMETHYLATED DERIVATIVES

Author(s):  
Mehriban V. Naghiyeva

The article presents the results of cycloalkylation of phenol with ethyl cyclohexane- and 4-methylcyclohexenecarboxylic esters in the presence of a zeolite-Y catalyst impregnated with phosphoric acid. It has been established that to perform the cycloalkylation of phenol with ethyl cyclohexenecarboxylic acid in the presence of a zeolite-Y catalyst impregnated with orthophosphoric acid, the optimal conditions are: temperature 120 °С, reaction time 5 h, molar ratio of phenol to ether 1 : 1 mol/mol. And amount of catalyst is 10% for taken phenol. The yield of the target product was 74.7% of the theory for taken phenol, and selectivity - 93.8% for the target products. It was found that under optimal reaction conditions cycloalkylation (temperature 110 °C, reaction time 4 h, the ratio of phenol to ether 1 : 1, the amount of catalyst 7%) of phenol with ethyl 4-methylcyclohexenecarboxylic acid yield of ethyl 4 (4-hydroxyphenyl) -4'-methylcyclohexane-carboxylic) acid was 78.3% of the theory per phenol taken, and the selectivity was 95.7% for the desired product. The synthesis of aminomethyl derivatives of 4-hydroxyphenylcyclohexanecarboxylic acids in the presence of formalin and aniline was also carried out. As a result of aminomethylation, ethyl esters of 4 (4-hydroxy-3-phenylaminobenzyl) cyclohexane- and 4 (4-hydroxy-3-phenylaminobenzyl) -4'-methylcyclohexanecarboxylic acid were obtained. The yields of the target products were 67.3 and 71.7%, respectively, from the theory on taken ether. The structure and composition of the products were determined using IR and 1H NMR spectroscopy. And the purity of the products obtained was studied by chromatographic analysis. Ethyl esters of 4 (4-hydroxy-3-phenylaminobenzyl) cyclohexane- and 4 (4-hydroxy-3-phenylaminobenzyl) -4'-methylcyclohexanecarboxylic acid can be used as an antioxidant to diesel fuel and turbine oil T-46.

Energies ◽  
2018 ◽  
Vol 11 (10) ◽  
pp. 2562 ◽  
Author(s):  
Chia-Hung Su ◽  
Hoang Nguyen ◽  
Uyen Pham ◽  
My Nguyen ◽  
Horng-Yi Juan

This study investigated the optimal reaction conditions for biodiesel production from soursop (Annona muricata) seeds. A high oil yield of 29.6% (w/w) could be obtained from soursop seeds. Oil extracted from soursop seeds was then converted into biodiesel through two-step transesterification process. A highest biodiesel yield of 97.02% was achieved under optimal acid-catalyzed esterification conditions (temperature: 65 °C, 1% H2SO4, reaction time: 90 min, and a methanol:oil molar ratio: 10:1) and optimal alkali-catalyzed transesterification conditions (temperature: 65 °C, reaction time: 30 min, 0.6% NaOH, and a methanol:oil molar ratio: 8:1). The properties of soursop biodiesel were determined and most were found to meet the European standard EN 14214 and American Society for Testing and Materials standard D6751. This study suggests that soursop seed oil is a promising biodiesel feedstock and that soursop biodiesel is a viable alternative to petrodiesel.


2012 ◽  
Vol 550-553 ◽  
pp. 400-403 ◽  
Author(s):  
Xue Nan Sun ◽  
Li Cui ◽  
Tong Kuan Xu ◽  
Da Zhi Wang

Benzaldehyde 1, 2-propanediol acetal was synthesized from benzaldehyde and 1, 2-propanediol in the presence of ionic liquid [HMIM]HSO4. The effect of the amount of catalyst, reaction time, reaction temperature, and the molar ratio of raw materials agent on the product yield was investigated respectively. Experimental results demonstrate that ionic liquid [HMIM]HSO4is a good catalyst for preparation of benzaldehyde 1, 2-propanediol acetal. Results showed the optimal reaction conditions are as follows: the mole ratio of benzaldehyde to 1, 2-propanediol is 1:1.3, the amount of catalyst is 3.0g, the reaction temperature is 343K, and the reaction time is 4h. The achieved yield of acetal is 78. 7%.


2013 ◽  
Vol 781-784 ◽  
pp. 283-286
Author(s):  
Xiang Wen Kong ◽  
Han Wang ◽  
Zhao Jing Li ◽  
Jing Zhang

Cyclohexyl ferulate was prepared by direct sterification of ferulic acid and cyclohexanol as raw materials with sodium bisulfate supported by silica as a catalyst. The influences of some factors on the synthesis process were studied. The optimal reaction conditions based upon 0. 2 mol of ferulic acid were chosen that the molar ratio of cyclohexanol and ferulic acid was 10 : 1, the mass ratio of catalyst to reactants was 5%, refluing reaction time was 3.5 hours, et a1. The yield of the product reached 80%. The structure of the product was characterized by IR, 1H NMR and MS spectrum. The catalyst could be recycled and used for many times, which is friendly to the environment.


2014 ◽  
Vol 522-524 ◽  
pp. 579-583 ◽  
Author(s):  
Tao Zhang ◽  
Ci Fang ◽  
Ping Li ◽  
Rong Feng Jiang

The problem of nutrient pollution from piggy wastewater has been considered as a serious problem. Enhancing struvite crystallization process is an efficient technology for ammonium recovery. In our study, the optimal reaction conditions of pH, Mg2+: NH4+: PO43- molar ratio, mixing reaction time, and different kinds of chemicals combinations for ammonium recovery were examined. The conclusions were drawn as following. The optimal pH for ammonium recovery was 9.0. The optimal Mg2+: NH4+: PO43- molar ratio for ammonium recovery was 1.3:1:1. The optimal mixing reaction time for ammonium recovery was 10 min. The chemicals combination of MgCl2 + Na2HPO4 was the most efficient for ammonium recovery. Scanning electron microscopy analysis indicated the unshaped struvite crystal was coarse and its size was irregular.


2014 ◽  
Vol 1033-1034 ◽  
pp. 30-33
Author(s):  
Xiang Wen Kong ◽  
Huan Wang ◽  
Han Wang ◽  
Li Li Ren ◽  
Zhao Jing Li

Amyl ferulate was synthesized by direct esterification with using sodium bisulfate supported by silica as a catalyst, ferulic acid and n-pentanol as raw materials. The influences of some factors on the synthetic process were studied. The optimal reaction conditions based upon 0.2 mol of ferulic acid were chosen that the molar ratio of n-pentanol and ferulic acid was 2 : 1, the mass ratio of catalyst to reactants was 6%, refluxing reaction time was 3 hours. The yield of the product reached 97% under the above conditions. The structure of the product was characterized by IR, 1H NMR and MS spectrum. The catalyst could be recycled and used for many times.


2017 ◽  
Vol 2017 ◽  
pp. 1-7
Author(s):  
Shenggui Liu ◽  
Rongkai Pan ◽  
Guobi Li ◽  
Wenyi Su ◽  
Chunlin Ni

A new ruthenium complex, Ru(bpbp)(pbb)Cl, based on 2,6-bis(1-(phenyl)-1H-benzo[d]imidazol-2-yl)pyridine (bpbp) and 2-(1-phenyl-1H-benzo[d]imidazol-2-yl)benzoate (pbb) was synthesized. The complex Ru(bpbp)(pbb)Cl could catalytically oxidize 1-(1H-benzo[d]imidazol-2-yl)ethanol to 1-(1H-benzo[d]imidazol-2-yl)ethanone with H2O2 as oxidant. Influence of temperature and catalyst amount on the oxidation reaction was evaluated. The reaction optimal conditions are as follows: molar ratio of catalyst to substrate to H2O2 is 1 : 1000 : 3000, the proper reaction temperature is 50°C and reaction time lasts 5 h, and the isolated yield of 1-(1H-benzo[d]imidazol-2-yl)ethanol to 1-(1H-benzo[d]imidazol-2-yl)ethanone under the optimal reaction conditions is 57%.


2010 ◽  
Vol 1279 ◽  
Author(s):  
Xianmei Xie ◽  
Lian Duan ◽  
Zhenghuang Wu ◽  
Lina Wang ◽  
Kai Yan ◽  
...  

AbstractCuFe-Hydrotalcite-Like Compounds (CuFe-HTLcs) were synthesized by coprecipitation with Cu(NO3)2·6H2O, Fe(NO3)3·9H2O, NaOH and Na2CO3 solution. The sample with Cu2+ / Fe3+ = 2 was of the highest crystalline characterized by XRD and particle size distribution. The synthesis of propylene carbonate from 1,2-propanediol (PG) and urea was performed to evaluate the catalytic activities of the CuFe-HTLcs. The effects of reaction time, temperature, dosage of catalyst on the synthesis of propylene carbonate were fully discussed. The optimal reaction conditions were determined by using orthogonal test design: reaction temperature 170 °C, dosage of catalyst 0.2 g, and molar ratio of PG to urea 2:1, reaction time 3 h. Under the optimal conditions, the conversion of urea nearly reached 100 %, and the selectivity of propylene carbonate was up to 90.4%.


2011 ◽  
Vol 396-398 ◽  
pp. 2411-2415 ◽  
Author(s):  
Ping Lan ◽  
Li Hong Lan ◽  
Tao Xie ◽  
An Ping Liao

Isoamyl acetate was synthesized from isoamylol and glacial acetic acid with strong acidic cation exchanger as catalyst. The effects of reaction conditions such as acid-alcohol ratio, reaction time, catalyst dosage to esterification reaction have been investigated and the optimum reaction conditions can be concluded as: the molar ratio of acetic acid to isoamylol 0.8:1, reaction time 2h, 25 % of catalyst (quality of acetic acid as benchmark). The conversion rate can reach up to 75.46%. The catalytic ability didn’t reduce significantly after reusing 10 times and the results showed that the catalyst exhibited preferably catalytic activity and reusability.


2011 ◽  
Vol 17 (3) ◽  
pp. 323-331 ◽  
Author(s):  
Jiancheng Zhou ◽  
Wu Dongfang ◽  
Birong Zhang ◽  
Yali Guo

A series of single-metal carbonates and Pb-Zn mixed-metal carbonates were prepared as catalysts for alcoholysis of urea with 1,2-propylene glycol (PG) for the synthesis of propylene carbonate (PC). The mixed carbonates all show much better catalytic activities than the single carbonates, arising from a strong synergistic effect between the two crystalline phases, hydrozincite and lead carbonate. The mixed carbonate with Pb/Zn=1:2 gives the highest yield of PC, followed by the mixed carbonate with Pb/Zn=1:3. Furthermore, Taguchi method was used to optimize the synthetic process for improving the yield of PC. It is shown that the reaction temperature is the most significant factor affecting the yield of PC, followed by the reaction time, and that the optimal reaction conditions are the reaction time at 5 hours, the reaction temperature at 180 oC and the catalyst amount at 1.8 wt%, resulting in the highest PC yield of 96.3%.


2009 ◽  
Vol 5 (1) ◽  
Author(s):  
Jin-qiang Tian ◽  
Qiang Wang ◽  
Zhong-yuan Zhang

In order to significantly improve the biosynthesis of acyl-L-carnitines catalyzed by lipase, there must be an efficient and suitable reaction medium that is not only polar but also hydrophobic. [Bmim]PF6, which satisfies the above two requirements, was applied as the medium. The optimal reaction conditions were: for isovaleryl-L-carnitine, 0.22aW, 200mg molecular sieves, 60ºC, 4:1 of molar ratio (fatty acid:L-carnitine), 150rpm and 60h; for octanoyl-L-carnitine and palmitoyl-L-carnitine, 0.22aW, 250 mg molecular sieves, 5:1 of molar ratio (fatty acid:L-carnitine), 200rpm, 48h, 60ºC (octanoyl-L-carnitine) and 65ºC (palmitoyl-L-carnitine). Their overall yields could reach 59.14%, 90.79% and 98.03%, respectively. The yields of isovaleryl-L-carnitine, octanoyl-L-carnitine and palmitoyl-L-carnitine in [Bmim]PF6 were 16.21%, 73.67% and 44.22 % more than those in acetonitrile, respectively. [Bmim]PF6 as the medium was better than acetonitrile. It could not only enhance the yields of acyl-L-carnitines, but also protect the lipase activity.


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