• 제목/요약/키워드: Grignard reaction

검색결과 34건 처리시간 0.032초

Synthesis and Characterization of Novel Fused Aromatic Materials

  • Park, Jong-Won;Zhao, Qing-Hua;Kim, Tae-Hoon;Yi, Mi-Hye;Kim, Yun-Hi;Kwon, Soon-Ki
    • 한국정보디스플레이학회:학술대회논문집
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    • 한국정보디스플레이학회 2007년도 7th International Meeting on Information Display 제7권1호
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    • pp.174-178
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    • 2007
  • A series of new oligomers were synthesized by Grignard reaction, the Suzuki coupling reaction, etc. The oligomers showed excellent TFT performance with mobilities higher than $0.5\;cm^2V^{-1}S^{-1}$ and on/off ratios higher than 5 $x10^5$. Their electronic and optical properties were investigated using many analysis methods, such as X-ray diffraction (XRD), UV-vis and photoluminescence spectroscopies.

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간흡충에 대하여 구충작용을 갖는 Diarylbutane류의 합성 (Synthesis of the Anthelmintic Diaryl Butanes against Clonorchis sinensis)

  • 주정숙;류성호;우병태;백병걸;이재구;안병준
    • 약학회지
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    • 제29권4호
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    • pp.183-187
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    • 1985
  • During investigation of the anthelmintic substances against Clonorchis sinensis which are based on the structure of meso-dihydroguairaretic acid, some non-mesoic diaryl butanes were synthesized by Grignard reaction and their anthelmintic activities were determined. In this reaction, an aryl butanone was reacted with benzylmagnesium chloride to produce the corresponding diaryl hydroxybutane which was converted to the corresponding diaryl butane by zinc and hydrogen chloride. The substituents in benzene ring of the diaryl butanes were changed by methylation or demethylation. Among the synthesized substances, 4-phenyl-1-(3, 4-dihydroxyphenyl)-2, 3-dimethylbutane(VII), 4-phenyl-1-(3-hydroxy-4-methoxyphenyl)-2, 3-dimethylbutane(IX) and 4-phenyl-1-(4-hydroxy-3-methoxyphenyl)-2, 3-dimethylbutane(VI) showed strong wormicidal effects against Clonorchis si-nensis in that order. Phenolic hydroxyl group seemed to play a certain role for the wormicidal activity of the diaryl butanes.

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[11C]아세트산의 방사화학적 수율 증가를 위한 연구 (Improvement of Radiosynthesis Yield of [11C]acetate)

  • 박준영;손정민
    • 핵의학기술
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    • 제22권2호
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    • pp.74-78
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    • 2018
  • 본 연구는 그리냐르 시약과 $[^{11}C]$$CO_2$ 가스의 반응온도를 최적화하여 $[^{11}C]$아세트산의 방사화학적 수율을 향상시킬 수 있는 방법을 개발하고자 하였다. 본 연구에서는 $TRACERlab^{TM}$ $FX_{C-Pro}$ 자동합성장치에 기체포집 반응법과 고체상 추출 카트리지 분리정제법을 적용하여 $[^{11}C]$아세트산을 합성하였다. 그리냐르 시약으로 3.0 M $CH_3MgCl$를 사용하였으며, 표지반응 시 무수 tetrahydrofuran을 사용하여 0.5 M $CH_3MgCl$로 희석하여 사용하였다. 사이클로트론에서 생산된 $[^{11}C]$$CO_2$ 가스를 포집 후 반응용기에 담겨있는 그리냐르 시약에 불어넣을 때 반응용기를 액체질소로 냉각하여 $0^{\circ}C$, $-10^{\circ}C$, $-55^{\circ}C$가 각각 되게 한 후 표지반응을 진행하였다. 표지 반응 후 1 mM 아세트산 용액을 넣어 반응액을 희석한 후 고체상 추출 카트리지 IC-H와 IC-Ag를 차례로 통과시켜 불순물을 제거하고, 최종산물인 $[^{11}C]$아세트산은 SAX 카트리지에 통과시켜 흡착시킨 후 주사용수를 통과시켜 유기용매 및 불순물을 제거한 후 생리식염수로 용출하였다. 용출된 $[^{11}C]$ 아세트산은 $0.22-{\mu}m$ 멸균필터를 사용하여 멸균 후 HPLC로 방사화학적 순도를 측정하였다. 사이클로트론의 빔 전류를 $50{\mu}A$로 고정하고 빔 조사를 20분간 하여 생산된 $[^{11}C]$$CO_2$ 가스를 그리냐르 시약과 반응시킬 때 온도가 $0^{\circ}C$일 때 $15.2{\pm}1.6GBq$ (n=5)의 $[^{11}C]$아세트산이 합성되었고, 표지반응온도가 $-10^{\circ}C$일 때는 $18.7{\pm}2.1GBq$ (n=19)가 합성되었으며, $-55^{\circ}C$일 때는 $7.7{\pm}1.7GBq$ (n=19)가 합성되었다. 방사화학적 수율이 가장 높았던 $-10^{\circ}C$에서 빔 조사시간에 따른 $[^{11}C]$ 아세트산의 합성수율을 비교하였을 때 10분간 빔을 조사할 때보다 20분간 조사할 경우 약 1.9배 생산량이 증가하는 것을 확인할 수 있었다. 본 연구를 통해 $[^{11}C]$$CO_2$ 가스와 그리냐르 시약을 $-10^{\circ}C$에서 반응 할 경우 방사화학적 수율을 크게 개선할 수 있어 향후 임상에서 통상적으로 생산 시 유용한 표지조건으로 활용될 수 있을 것이라 기대된다.

Phosphine oxide와 불소를 함유하는 폴리이미드의 접착성 연구 (Adhesive Property of Novel Polyimides Containing Fluorine and Phosphine Oxide)

  • 정관운;명범영;조영준;최익준;윤태호
    • 접착 및 계면
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    • 제1권1호
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    • pp.38-46
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    • 2000
  • Phosphine oxide와 불소를 함유하는 단량체(bis(3-aminophenyl) 3,5-bis (trifluoromethyl) phenyl phosphine oxide (mDA6FPPO))를 Grignard 반응에 의하여 합성한 다음, 이를 PMDA, 6FDA, BTDA 또는 ODPA와 함께 폴리이미드 합성에 사용하였다. 폴리이미드는 폴리아믹산을 합성한 후 이를 이미드화시키는 방법을 사용하였으며, FT-IR, NMR, DSC 및 점도측정기를 이용하여 분석하였다. 또한 T-peel 시험으로 접착강도를 측정하였다. Phosphine oxide를 함유하는 bis(3-aminophenyl) phenyl phosphine oxide (mDAPPO) 및 상용의 3.3'-diamino diphenyl sulfone (mDDS)로부터 합성된 폴리이미드와 비교하였다. 본 연구에서 합성된 mDA6FPPO를 사용하여 만들어진 폴리이미드는 높은 $T_g$, 우수한 용해도 및 접착성을 보였다.

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AN IMPROVED ANALYSIS FOR DETERMINATION OF MONOVINYL AND DIVINYL PROTOPORPHYRIN IX

  • Kim, Jin-Seog;Rebeiz, Constantin A.
    • Journal of Photoscience
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    • 제2권2호
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    • pp.103-106
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    • 1995
  • For studying chlorophyll biosynthetic heterogeneity of plants, it is necessary to establish a technique for microassay of a putative monovinyl and divinyl protoporphyrin IX. Precise determination of the amounts of monovinyl and divinyl protoporphyrin IX is difficult with optical electronic spectroscopy even at 77$\circ$C. Such a problem could be solved by conversion of protoporphyrin IX to protoporphyrin IX dimethylester with diazomethane and subsequent Mg insertion into protoporphyrin IX dimethylester by reaction with a Grignard solution. The proportion of monovinyl and divinyl Mg-protoporphyrin IX dimethylester formed was measured instead of direct measuring that of protoporphyrin IX by low-temperature spectrofluorometry. The relative proportions of monovinyl and divinyl of protoporphyrin IX, Mg-protoporphyrin IX, and Mgprotoporphyrin IX dimethylester have not changed during the chemical conversion steps. This analysis system could be useful for the study of the monovinyl and divinyl chlorophyll biosynthetic routes in plants.

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Synthesis and Characterization of Novel Aromatic Polyimides from Bis (3-aminophenyl) 3,5-bis (trifluorormethyl) phenyl Phosphine Oxide

  • Jeong, Kwang-Un;Kim, Jang-Joo;Yoon, Tae-Ho
    • Macromolecular Research
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    • 제8권5호
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    • pp.215-223
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    • 2000
  • A novel diamine monomer, containing fluorine and phosphine oxide, bis(3-aminophenyl) 3,5-bis(trifluoromethyl)phenyl phosphine oxide (mDA6FPPO), was prepared via Grignard reaction, and utilized to prepare polyimides with dianhydrides such as PMDA, 6FDA, BTDA or ODPA, by the conventional two-step route; preparation of poly(amic acid), followed by solution imidization. The polyimides were characterized by FT-IR, NMR, and DSC with intrinsic viscosity and refractive index also being evaluated. A phosphine oxide containing monomer, bis(3-aminophenyl)phenyl phosphine oxide (mDAPPO) and a commercial 3,3-diaminodiphenyl sulfone (mDDS) were also used for comparison. The polyimides derived from mDA6FPPO exhibited high T$\sub$g/, excellent solubility and low birefringence.

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Monoterpenoid계의 새로운 항암제 합성 및 In vitro 세포독성 평가 (Synthesis and in vitro Cytotoxicity Monoterpenoid as New Antitumor Agents)

  • 이민정;김대근;백형근;이강노;정규혁
    • Biomolecules & Therapeutics
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    • 제9권3호
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    • pp.143-155
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    • 2001
  • Many attention has been focused on developing new chemotherapeutic agents for a treatment of cancer from natural products. From Carpesium divaricatum S. et Z. (Compositae), various monoterpenoid compounds were isolated and exhibited mild antitumor activity against human tumor cell lines. These facts prompted us to explore the structure-activity relationship of these compounds. The synthesis of monoterpenoid compound was accomplished by Fries rearrangement, Grignard reaction, elimination, allylic oxidation, esterification and epoxidation as key steps. The results of in vitro cytotoxicity (A549, SK-OV-3, SK-MEL-2, XF498, HCT15) of the synthesised compounds are as follows: First of all, epoxide moiety is prerequisite for cytotoxic activity in diester compound. Any kind of compounds with olefin or diol moiety instead of epoxide ring exhibited poor or mild cytotoxic activity respectively. Of o-acetoxy and isobutoxy epoxy esters, p-sub-stituted phenylacetate compounds exhibited high cytotoxic activities against SK-MEL-2 and HCT15.

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Synthesis and Evaluation of Biological Properties of Benzylide-neacetophenone Derivatives

  • Oh, Sei-Kwan;Jang, So-Yong;Kim, Dong-Hyun;Han, Inn-Oc;Jung, Jae-Chul
    • Archives of Pharmacal Research
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    • 제29권6호
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    • pp.469-475
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    • 2006
  • A series of yakuchinone B 1f and its analogs 1a-e was synthesized and evaluated for free radical scavenging, suppression of LPS-induced NO generation, cytotoxicity and anti-excitotoxicity in vitro. Compound 1c exhibited potent anti-excitotoxicity, while all compounds 1a-f showed considerable effects of free radical scavenging, suppression of LPS-induced NO generation, and cytotoxicity in microglia.

A Total Synthesis of Nuciferal and Nuciferol

  • Lee, Woo-Young;Lee, Youn-Young;Lim, Kwang-Su;Goo, Yang-Mo;Park, Oee-Sook
    • Bulletin of the Korean Chemical Society
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    • 제9권6호
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    • pp.379-381
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    • 1988
  • Racemic nuciferal(1) and nuciferol(2), the terpenic natural perfumeries, have been synthesized by a simple procedure. The benzylic halide 6; 1-(1-chloroethyl)-4-methylbenzene, was prepared by converting p-tolualdehyde(4) into 1-(p-tolyl)-1-ethanol(5), followed by convertion of 5 into corresponding chloride. The Grignard reagent of 6 was reacted with the bromoacetal 7, 2-(2-bromoethyl)-1,3-dioxolane, to give a crosscoupling product 8, which was hydrolysed to 4-(p-tolyl)-pentanal (9). The Wittig reaction of isopropylide 10 with 9 yielded arcurcumen(11). The stereospecific allylic oxidation of the gem-dimethyl olefin 11 with selenium dioxide afforded a trans-aldehyde, (${\pm}$)-1, which was reduced to corresponding alcohol, (${\pm}$)-2.

Formal Synthesis of Isocomene

  • Hyo Won Lee;Jae Hyun Lee;Ihl-Young Choi Lee
    • Bulletin of the Korean Chemical Society
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    • 제12권4호
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    • pp.392-397
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    • 1991
  • A stereocontrolled synthesis of (${\pm}$)-isocomene (1) via selective monoketalization of tricyclo[6.3.0.$0^{1.5}$]undeca-4,7-dione(13) was reported. Grignard reaction of bicyclic enone 10, which was prepared from 2-methyl-1,3-cyclopentadione, gave the 1,4-addition product 11. The subsequent aldol condensation product 12 was converted to mesyl derivative 13. Transformation from 13 to the desired product 19 was achieved by a series of reactions, i.e., the selective monoketalization at C-4 carbonyl group, the elimination of a mesyl group, Birch alkylation, methylation at C-6, the reduction of carbonyl group, the dehydration of alcohol 18, and hydrolysis of the ketal group.