• 제목/요약/키워드: Acid-catalyzed hydrolysis

검색결과 76건 처리시간 0.02초

Aryl Phenylacetate류의 염기촉매 가수분해 반응 (Base Catalysed Hydrolysis of Aryl Phenylacetates)

  • 정덕영;여수동;최재환;심광택
    • 대한화학회지
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    • 제36권3호
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    • pp.446-452
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    • 1992
  • 80% acetonitrile-20% water(v/v) 용액에서 piperidine에 의한 aryl phenylacetate류의 가수분해 반응 속도를 측정하였다. 이탈되는 phnol의 치환기가 전자받개인 경우, 가수분해는 일반 염기촉매로 진행되며 $30^{\circ}C$에서 Hammett $\rho_{LG}$값은 5.28, Bronsted $\beta$값은 -2.72이었다. 이와 같이 매우 큰 Hammett 및 Bronsted 값은 이 반응이 $E1_{C}B$ 메카니즘으로 가수분해됨을 나타낸다. 한편, 전자주개 치환기의 경우는 특수 염기촉매에 의해 가수분해되며 $B_{AC}2 메카니즘이 우세하게 나타났다. Phenylacetic acid ester의 $pK_{SH}를 구하였으며, piperidine에 의한 ester 반응의 가수분해 속도 상수 $k_1$, $k_{-1)$, $k_2$도 계산하였다.

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Synthesis of Novel Alkyl $\alpha$-Anilinophenylacetate Derivatives Using Hydrolysis of Hydantoin Ring and Its O-Alkylation

  • Park, Hae-Sun;Park, Myung-Sook;Choi, Hee-Jeon;Kwon, Soon-Kyoung
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.1
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    • pp.244.2-244.2
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    • 2003
  • For the development of new synthetic method for unnatural amino acid esters, alkyl ${\alpha}$-anilinophenylacetates were synthesized through base-catalyzed hydrolysis of 1,5-diphenylhydantoins in methanol and O-alkylation of sodium ${\alpha}$-anilinophenylacetate with alkyl halides in DMF. Even though hydrolysis of hydantoin ring was undertaken under about 30-40$^{\circ}C$ in methanol, the hydantoic acid sodium salt was continuously converted to the sodium ${\alpha}$-anilinophenylacetate. (omitted)

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Candida Rugosa Lipase에 의한 Ibuprofen 에스테르화 반응과 광학분할 (Optical Resolution of Racemic Ibuprofen by Candida Rugosa Lipase Catalyzed esterification)

  • 홍중기;김광제;소원욱;문상진;이용택
    • KSBB Journal
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    • 제17권6호
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    • pp.543-548
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    • 2002
  • Candida rugosa lipase를 이용하여 효소 농도, 반응온도, 알콜 농도 및 종류 등의 반응조건에 따른 racemic ibuprofen 에스테르화 반응의 초기반응속도, 전환율 그리고 입체 선택성 을 조사하였다. 제조된 S-(+)-ibuprofen alkyl ester는 황산을 촉매로 하는 가수분해반응에 의해 순수한 S-(+)-ibuprofen으로 전환되었다. 에스테르화 반응에서는 반응온도 6$0^{\circ}C$에서 최대 활성을 보였으며, 그 이상의 온도에서는 효소의 활성 저하로 전환율과 enantiomeric excess값이 동시에 현격하게 감소하는 경향을 보였다. 알코올 농도가 증가할수록 알콜의 효소반응 저해제작용으로 인하여 초기반응속도가 감소하는 경향을 보였으며, 최종 전환율은 Ibuprofen와 Alcohol의 몰 비가 1/1에서 최고 값을 나타냈다. 알콜 종류에 따른 알코올 체인 길이가(C$_2$~C$_{10}$) 증가할수록 전환율은 증가하였는데, 특히 알코올 체인길이가 가장 큰 데칸올이 가장 높은 전환율을 보였다. 반응온도가 6$0^{\circ}C$ 이상의 높은 경우를 제외하고 에스테르화 반응 조건에 따라 입체 선택성 즉 enantiomeric excess의 큰 변화는 없었다. 화학적 가수분해 반응은 비교적 짧은 반응시간(3시간)내에 평형반응에 도달하였으며 알코올 체인 길이에 관계없이 거의 95% 이상의 높은 전환율 및 입체 선택성을 나타냈다. Lipase에 의한 ibuprofen 에스테르화 반응의 최적 조건과 화학적인 가수분해 반응을 통해서 racemic ibuprofen으로부터 높은 수율의 S-(+)-ibuprofen을 확보할 수 있었다.

Synthesis of the Polysaccharide, (1 $\longrightarrow$ 5)-$\alpha$-D-Ribofuranan and Its Catalytic Activities for the Hydrolysis of Phosphates and the Cleavage of Nucleic Acids

  • Han, Man-Jung;Yoo, Kyung-Soo;Kim, Young-Heui;Kim, Hong-Youb;Shin, Hyun-Joon;Chang, Ji-Young
    • Macromolecular Research
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    • 제12권4호
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    • pp.359-366
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    • 2004
  • The polysaccharide, (1\longrightarrow5)-$\alpha$-D-ribofuranan, was synthesized by a cationic ring-opening polymerization of 1,4-anhydro-2,3-di-O-benzyl-$\alpha$-D-ribopyranose with the aid of boron trifluoride etherate and subsequent debenzylation. This polysaccharide catalyzed the hydrolysis of ethyl p-nitrophenyl phosphate, uridylyl(3'\longrightarrow5')uridine ammonium salt, and 4-tert-butylcatechol cyclic phosphate N-methyl pyridinium. The polymer also catalyzed the cleavage of nucleic acids (DNA and RNA). The hydrolysis of ethyl p-nitrophenyl phosphate in the presence of the polymer was accelerated by 1.5 ${\times}$ 10$^3$ times relative to the uncatalyzed reaction. The catalytic activity was attributable to the vic-cis-diols of the riboses being located inside the active center that is formed by polymer chain folding; these diols form hydrogen bonds with two phosphoryl oxygen atoms of the phosphates so as to activate the phosphorus atoms to be attacked by nucleophile ($H_2O$).

수용액 중 Trimebutine maleate의 안정성 (Studies on the Stability of Trimebutine maleate in Aqueous Solution)

  • 박종현;이계주
    • 약학회지
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    • 제34권6호
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    • pp.415-421
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    • 1990
  • The effects of temperature, pH, light and concentration on the degradation of trimebutine maleate in aqueous solution were investigated on the basis of accelerated stability analysis, and the stabilization of the solution was attempted by addition of several additives. The decomposition of trimebutine maleate in solution followed first-order reaction the was not only accelerated by temperature elevation but also the lower the concentratin the more speeded up the reaction. The decomposition mechanism of trimebtine could be confirmed by hydrolysis of ester bond in the structure. It was assumed trimebutine maleate is so photosensitive that the solution of the drug underwent accelerated decomposition under UV rays. What is more, the degradation of trimebutine solution was supposed to catalyzed by specific acid-base catalysis considered the pH dependence for the hydrolysis of ester, and the solution was most stable over the range of pH 2-2.8 in solution. The additives, citric acid, asparitc acid and glutamic acid, inhibited considerably the decomposition of the drug solution, and these additives might be used as stabilizers in trimebutine maleate solution.

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농산부산물의 바이오에너지 전환을 위한 묽은산 전처리 (Dilute Acid Pretreatment for Conversion the Agricultural Residue into Bioenergy)

  • 원경연;정태수;최원일;오경근
    • 한국신재생에너지학회:학술대회논문집
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    • 한국신재생에너지학회 2009년도 추계학술대회 논문집
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    • pp.511-511
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    • 2009
  • Lignocellulosic biomass is the most abundant organic material on earth and also promising raw material for bioenergy production. Agricultural residues in the process of bio-oil extraction, is an abundant and low-cost lignocellulosic material. The technology for conversion of lignocellulosic biomass resources to fuels and chemicals, such as ethanol, has been under development for decades. One of the well-studied technologies that are currently being commercialized is to use a dilute acid-catalyzed pretreatment followed by enzymatic hydrolysis and fermentation to produce ethanol. In this work, the dilute-acid hydrolysis of agricultural residues was optimized through the utilization of statistical experimental design. Evaluation criteria for optimization of the pretreatment conditions were based on high xylose recovery and low inhibitor contents in the hydrolyzates. The purpose of this study was to gain a more accurate understanding of the quantities of acid required for effective hydrolysis and the reactivity trade-offs with reaction time and temperature that will enable overall process optimization.

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고체 산촉매를 이용한 창자파래로부터 환원당 생산에 미치는 인자들의 영향 (Effect of Reaction Factors on Reducing Sugar Production from Enteromorpha intestinalis Using Solid Acid Catalyst)

  • 정귀택;박돈희
    • Korean Chemical Engineering Research
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    • 제53권4호
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    • pp.478-481
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    • 2015
  • 본 연구는 거대 녹조류인 창자파래(Enteromorpha intestinalis)를 대상으로 고체 산촉매를 사용하여 환원당을 생산하고자 하였다. 가수분해 반응은 고액비, 촉매량, 반응온도와 반응시간을 대상으로 최적화하였다. 결과적으로 액/고비 7.5, 반응온도 $140^{\circ}C$, 촉매량 15%, 그리고 반응시간 2 hr에서 7.74 g/L의 환원당을 얻었다. 반면에 단지 0.13 g/L의 5-HMF만이 생성되었다. 이로부터 고체 산촉매를 이용한 해양 바이오매스 자원의 가능성을 확인하였다.