• Title/Summary/Keyword: Acid catalyzed

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Concise Synthesis of Flurbiprofen via Palladium-Catalyzed Cross-Coupling Reactions (팔라듐 촉매하 결합반응을 이용한 플루비프로펜의 간결한 합성)

  • Han, Young Taek
    • YAKHAK HOEJI
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    • v.59 no.2
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    • pp.66-69
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    • 2015
  • A concise synthesis of flurbiprofen, a member of the non-steroidal anti-inflammatory 2-arylpropionic acids, has been accomplished. The key feature of this synthesis involves successive palladium-catalyzed cross coupling reactions. In particular, a 2-arylacylate intermediate, which easily converted to the key 2-arylpropionic acid scaffold, was afforded by a versatile palladium-catalyzed cross coupling reaction between diazopropanate and bisphenylboronic acid. This synthetic procedure would facilitate synthesis of the flurbiprofen and anti-inflammatory 2-arylpropionic acid derivatives.

Production of Biodiesel from High Acid Value Oils using Amberlyst-15 (Amberlyst-15를 이용한 산가가 높은 유지로부터 바이오디젤의 생산)

  • Sim, Yeon-Ju;Kim, Eui-Yong
    • KSBB Journal
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    • v.25 no.5
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    • pp.483-489
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    • 2010
  • Biodiesel has attracted great attention as an alternative renewable energy source for the replacement of petroleumbased diesel fuel, yet its high production cost due to expensive oil feedstock remainsas the major economical obstacle. In this study, we investigated catalysts and reaction conditions for the acid catalyzed pre-conversion of free fatty acid (FFA) to fatty acid methyl ester (FAME) in cheap low-grade oils of high acid value. The NaOH base catalyzed reaction of vegetable oil of the initial acid value of 2 mg KOH/g led to a high FAME conversion above 95.4%, but the conversion abruptly decreased at higher initial acid values. This base catalyzed reaction was practically ineffective displaying the FAME conversion below 15% even at the initial acid value of 10 mg KOH/g by the severe saponification side reaction. Among the various catalysts studied for the pre-conversion of FFA to FAME, Amberlyst-15 was the most effective in reducing the acid value, and the optimum reaction condition identified was $65^{\circ}C$ with oil to methanol ratio of 1:3 and catalyst concentration of 15% (w/w). As the results, great enhancements in the overall biodiesel conversion were achievable via a consecutive reaction of the acid catalyzed FFA pre-conversion to FAME under the optimal condition obtained with Amberlyst-15 followed by the NaOH base catalyzed reaction, far above the extent which was obtainable by the single NaOH catalyzed reaction.

Kinetic Study on the Acid-catalyzed Hydrolysis of Xylan (산 촉매 가수분해에 의한 자이란 분해속도 연구)

  • Seo, Young-Jun;Lee, Hong-Joo;Lee, Jae-Won
    • Journal of the Korean Wood Science and Technology
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    • v.40 no.6
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    • pp.389-396
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    • 2012
  • In this study, we investigated the kinetics of acid-catalyzed hydrolysis of xylan over a 60 min at $120^{\circ}C$. Sulfuric, oxalic and maleic acids were used as acid catalyst for hydrolysis. The calculated degradation rate constants ($k_1$) showed a correlation with the acid concentration, meaning that the stronger the acid, the higher the xylan degradation rate. Among sulfuric, oxalic and maleic acid catalyzed hydrolysis, the xylan degradation rate to xylose was highest with sulfuric acid. At equivalent solution pH, acid catalyzed hydrolysis was proportional to $H^+$ concentration. The $k_1$ of dicarboxylic acid such as oxalic and maleic acid was higher than that of sulfuric acid at same pH values during hydrolysis.

The Mechanisms for Thermal and Photochemical Isomerizations of N-Substituted 2-Halopyrroles: Syntheses of N-Substituted 3-Halopyrroles

  • Park, Sung-Hyun;Ha, Hong-Joo;Lim, Chul-Taek;Lim, Dong-Kwon;Lee, Kwang-Hee;Park, Yong-Tae
    • Bulletin of the Korean Chemical Society
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    • v.26 no.8
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    • pp.1190-1196
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    • 2005
  • Halopyrroles, N-substituted 2-halopyrroles were prepared by halogenation of N-substituted pyrroles with NBS, NCS, or surfuryl chloride. N-Substituted 3-halopyrroles were synthesized by acid-catalyzed thermal and photochemical isomerization reactions of N-substituted 2-halopyrroles. Both the thermal and photochemical reactions were acid-catalyzed. For the acid-catalyzed isomerization, a mechanism of [1,3] bromine shift followed by deprotonation is operated. For the acid-catalyzed photoisomerization, an excited triplet state of 2-protonated N-benzyl-2-halopyrrole produces an intermediate N-substituted pyrrole complex with halonium ion which is equilibrated with N-substituted pyrrole plus halonium ion, and then the halonium ion newly adds to 3-position of N-substituted pyrrole followed by deprotonation to afford N-benzyl-3-halopyrrole.

Mechanical Properties of Cotton Fabric Treated with Succinic Acid - Tear Strength - (Succinic Acid 처리면포의 역학 특성 - 인열강도 -)

  • Kang, In-Sook;Bae, Hyun-Sook
    • Textile Coloration and Finishing
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    • v.21 no.3
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    • pp.1-9
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    • 2009
  • Polycarboxylics acids are used as crosslinking agents for cotton cellulose to produce durable finished press cotton fabric. It has been observed that the strength of the cotton fabric treated with polycarboxylic acids showed significant reduction as a result of the crosslinking process. The effect of acid-catalyzed depolymerization on the tear strength of cotton fabric is investigated by evaluating the cotton fabric treated by succinic acid, which does not crosslink cotton cellulose and form little ester on the cotton fabric. We find that the tear strength of cotton fabric treated with succinic acid decreases at elevated temperature due to acid-catalyzed depolymerization of cellulose. The magnitude of fabric strength reduction increases as the acid concentration increases. At a constant acid concentration, it increases as the curing temperature and time increases. It decreases as the pH of the acid solution increases. We also find that the dissociation constant of an acid also has a significant effect on the fabric strength reduction. The magnitude of fabric tear strength reduction increases as the acid dissociation constant decreases.

Efficient Synthesis of Spirobarbiturates and Spirothiobarbiturates Bearing Cyclopropane Rings by Rhodium(II)-Catalyzed Reactions of Cyclic Diazo Compounds

  • Wang, Xue;Lee, Yong Rok
    • Bulletin of the Korean Chemical Society
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    • v.34 no.6
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    • pp.1735-1740
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    • 2013
  • Rhodium(II)-catalyzed reactions of cyclic diazo compounds derived from barbituric acid and thiobarbituric acid with a variety of styrene moieties were examined. These reactions provide rapid synthetic routes to the preparations of spirobarbiturates and spirothiobarbiturates bearing cyclopropane rings.

Rh2(Opiv)4-Catalyzed Reactions of Diazo Compound Derived from Meldrum's Acid and Styrenes. Efficient Synthesis of Cyclopropanes

  • Lee, Yong-Rok;Choi, Jung-Hyun
    • Bulletin of the Korean Chemical Society
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    • v.27 no.4
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    • pp.503-507
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    • 2006
  • The rhodium(II)-catalyzed reactions of diazo compound derived from Meldrum's acid with a variety of styrenes have been examined. These reactions provide a rapid route to the preparation of cyclopropanes with a variety of substituents on the benzene ring. The mechanistic pathway for the formation of these products has been also described in terms of a stepwise mechanism.

Acid and Base Catalyzed Intramolecular Cyclizations of N-Benzoylthiocarbamoyl-acetals

  • Lee, Bong-Yong;Kim, Choong-Sup;Lee, Jong-Wook
    • Archives of Pharmacal Research
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    • v.23 no.2
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    • pp.99-103
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    • 2000
  • Acid and base catalyzed intramolecular cyclizations of N-benzoylthioureidoacetal, contain-ing four functional groups adjacent to thiourea such as benzocarbamoyl, acetal, thioure and amide, were investigated. The condensation reaction of N-benzoyl thiocarbamoylgly-cine amide in the presence of 10% aqueous NaOH provided 1-(2,2-dimethoxy)ethyl-imi- dazolidine-2-thione exclusively. In the presence of pyridine, it was transformed to 2- thiohydantoin. N-Benzoyl thiocarbamoyl glycine amide was completely transformed to an iminothiazolidine exclusively in the presence of Lewis acid such as borontrifluoride ether-ate or trimethylsilyl iodide. 1-(2,2-Dimethoxy)ethyl-imidazolidine-2-thione was transformed to imidazole[2,1-b]thiazole and pyrazino[5,1-a]imidazole in the presence of $BF_3$.$ET_2$O and formic acid, respectively.

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Conversion of Glucose and Xylose to 5-Hydroxymethyl furfural, Furfural, and Levulinic Acid Using Ethanol Organosolv Pretreatment under Various Conditions

  • Ki-Seob, GWAK;Chae-Hwi, YOON;Jong-Chan, KIM;Jong-Hwa, KIM;Young-Min, CHO;In-Gyu, CHOI
    • Journal of the Korean Wood Science and Technology
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    • v.50 no.6
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    • pp.475-489
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    • 2022
  • The objective of this study was to understand the conversion characteristics of glucose and xylose using the major monosaccharide standards for lignocellulosic biomass. The acid-catalyzed organosolv pretreatment conducted using ethanol was significantly different from the acid-catalyzed process conducted in an aqueous medium. 5-hydroxymethylfurfural (5-HMF), levulinic acid and furfural were produced from glucose conversion. The maximum yield of 5-HMF was 5.5%, at 200℃, when 0.5% sulfuric acid was used. The maximum yield of levulinic acid was 21.5%, at 220℃, when 1.0% sulfuric acid was used. Furfural was produced from xylose conversion and under 0.5% sulfuric acid, furfural reached the maximum yield 48.5% at 210℃. Ethyl levulinate and methyl levulinate were also formed from the glucose standard following the esterification reaction conducted under conditions of the combined conversion method, which proceeded under both ethanol-rich and water-rich conditions.