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지식나눔

지식나눔

4,4-dihydroxychalcone의 합성에 대한 자료를 구합니다.

2004-05-02 org.kosen.entty.User@29d16741 김진기(jjarmkim)
  • 1
선배 과학자, 엔지니어님들 안녕하십니까? 저는 대학원에서 이제 막 석사1년차 공부를 시작하는 학생입니다. 다름이 아니라 제가 이번에 4,4-dihydroxychalcone을 합성해야 되는데 여러모로 많은 자료와 지식이 부족해서 애를 먹고 있습니다. 실험전에 웹상에서 이에관한 여러 논문을 찾아 참고를 하고 있으나 주위에 도움없이 혼자 해보려 하니 실험적인 부분에서 어려움을 겪고 있어서 이렇게 질문을 드립니다. 비록 바쁘실지라도 이에 대해서 저에게 조언을 해주실 분이 계시다면 자세한 응답 부탁드립니다.
  • 4
  • 4-dihydroxychacone
지식의 출발은 질문, 모든 지식의 완성은 답변! 
각 분야 한인연구자와 현업 전문가분들의 답변을 기다립니다.
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    김영우님의 답변

    2004-05-27
    • 0

    첨부파일

    Hello, First, I'm sorry for writing this in English, but in order to upload PDF files I need to use a computer in my lab which I cannot use Korean with. As for your question, as you might have already known very well, the most common way to synthesize chalcone molecules is Claisen-Schmidt condensation, in which phenylaldehyde (i.e. benzaldehyde) and methylphenylketone (i.e. acetylbenzene) are condensed under a basic condition (i.e. NaOH in MeOH). Since your target is 4,4'-dihydroxychalcone, you may want to use 4-acetylanisole and 4- methoxybenzaldehyde to produce 4,4'-dimethloxychalcone. If you want you can remove methoxy groups later using, for example, BBr3 in dicholomethane. I bet you can get the desired compound simply by mixing those two molecules in a basic condition although the yield is NOT going to be excellent. Of course you should add the ketone to the aldehyde in the presence of a base to avoid selfcondensation of the starting ketone, which is the major problem with Claisen-Schmidt condensation. Otherwise you will have a significant amount of side products, which you will have in a certain amount anyway. You can purifiy the product by column chromatography . If the compound is a starting material, I would not worry about the yield and would not bother to increase it. However, if you really want to avoid the problem and really need a high synthetic yield, there are a couple of new methods you can try. The only drawback of those methods is that you have to prepare the catalysts by yourself. I don't know if it can be done in your lab, but it should I believe. Here, I'm attaching a couple of papers describing those methods for you. I hope they'll help you. Well, good luck and keep me posted with your progress! Journal of Catalysis 2003, 213, 1-6. Applied Catalysis A: General 2002, 235, 273-281. -------------------------- Sincerely, Young-Woo Kim
    답변수정
    Hello, First, I'm sorry for writing this in English, but in order to upload PDF files I need to use a computer in my lab which I cannot use Korean with. As for your question, as you might have already known very well, the most common way to synthesize chalcone molecules is Claisen-Schmidt condensation, in which phenylaldehyde (i.e. benzaldehyde) and methylphenylketone (i.e. acetylbenzene) are condensed under a basic condition (i.e. NaOH in MeOH). Since your target is 4,4'-dihydroxychalcone, you may want to use 4-acetylanisole and 4- methoxybenzaldehyde to produce 4,4'-dimethloxychalcone. If you want you can remove methoxy groups later using, for example, BBr3 in dicholomethane. I bet you can get the desired compound simply by mixing those two molecules in a basic condition although the yield is NOT going to be excellent. Of course you should add the ketone to the aldehyde in the presence of a base to avoid selfcondensation of the starting ketone, which is the major problem with Claisen-Schmidt condensation. Otherwise you will have a significant amount of side products, which you will have in a certain amount anyway. You can purifiy the product by column chromatography . If the compound is a starting material, I would not worry about the yield and would not bother to increase it. However, if you really want to avoid the problem and really need a high synthetic yield, there are a couple of new methods you can try. The only drawback of those methods is that you have to prepare the catalysts by yourself. I don't know if it can be done in your lab, but it should I believe. Here, I'm attaching a couple of papers describing those methods for you. I hope they'll help you. Well, good luck and keep me posted with your progress! Journal of Catalysis 2003, 213, 1-6. Applied Catalysis A: General 2002, 235, 273-281. -------------------------- Sincerely, Young-Woo Kim
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