• Bulletin of the Korean Chemical Society
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• 제27권7호
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• pp.1025-1030
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• 2006

A 3D-CoMFA model with pranlukast analogues was constructed, which could be applied to predict the antagonistic activity of aryl benzyl ether analogues against LTD4. Molecular modeling and 3D-CoMFA studies were performed on 78 pranlukast analogues and 14 aryl benzyl ethers to evaluate the antagonistic behavior of aryl benzyl ethers and provide information for further modification of this kind of compounds. The aryl benzyl ether core was found to be in excellent three dimensional match with the central planar moiety of pranlukast analogues, and the pranlukast 3D-CoMFA model could be successfully applied to predict the biological activity of aryl benzyl ether analogues.

• 대한화학회지
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• 제36권3호
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• pp.453-459
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• 1992

염화 삼메틸규소를 첨가하지 않고 에테르나 사염화탄소 중의 3-Aryl-3-bromopropanoyl chloride를 상온에서 2당량의 히드록실아민과 반응시켜 2,5-diarylisoxazolidin-3-ones 을 좋은 수율로 얻을 수 있었다. 그러나 $0^{\circ}C$에서 3-bromohydrocinnamoyl chloride 는 2당량의 벤질히드록실아민과 반응하여 N-benzyl-3-bromo-3-phenylpropanohydroxamic acid (72%) 와 N-benzyl-C-phenylnitrone (12%)을 생성하며 같은 조건하에서 3당량의 벤질히드록실아민을 사용하면 3-phenylisoxazolidin-5-one (41%) 과 2-benzyl-S-phenyl-isoxzolidin-3-one (38%)이 생성된다.

• Bulletin of the Korean Chemical Society
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• 제34권1호
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• pp.174-178
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• 2013

A highly reliable dealkylation protocol of alkyl aryl ethers, whose alkyl groups are longer than methyl group, has been developed. We report that various ethyl, n-propyl, and benzyl aryl ethers are successfully cleaved using an ionic liquid, 1-n-butyl-3-methylimidazolium bromide, [bmim][Br], under microwave irradiation. Despite many characteristics such as lower cost and less toxicity of the alkylating agents, and greater hydrophobicity of the products, longer alkyl ethers have been significantly less exploited than methyl ethers, probably due to more difficulty in the deprotection step. Since it has the same advantages as the demethylation method developed by this group including mild conditions, short reaction time, and small use of the ionic liquids, the dealkylation protocol can greatly encourage the broader use of longer alkyl groups in the protection of phenolic groups. As with our previous study of demethylation using [bmim][Br], the microwave irradiation is crucial for the deprotection of longer alkyl aryl ethers. Unlike the conventional heating, which causes either low conversion or decomposition, the microwave irradiation seems to more effectively provide energy to cleave the ether bonds and therefore suppresses the undesired reactions.

• 대한화학회지
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• 제23권6호
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• pp.392-395
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• 1979

몇가지 유기할로겐화물, 즉 브롬화에틸, 염화부틸, 브롬화페닐 및 염화벤질등을 탄화수소중에서 그리냐르법으로 무수사염화주석과 반응시켰다. 이때 소량의 에테르를 그리냐르반응단계에서 계내에 투입하엿을 때 보다 용이하게 반응이 진행되어 좋은 수율로 유기주석화합물들을 얻을 수 있었다.

• 대한화학회지
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• 제35권1호
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• pp.90-95
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• 1991

할로벤질 할라이드의 선택적 카르보닐화에 대한 방법을 검토하였다. 알킬(알콕시메틸)벤조에이트는 한 반응기에서 두 반응에 의해 완성되며, 일차로 알코올 용매하에서 알콕시 음이온을 할로벤질 할라이드와 반응시키면, 알킬 할로벤질 에테르가 Williamson ether 합성법에 의해 얻어진다. 이차로 Na$_2$CO$_3$, CH$_3$I 및 Co$_2$(CO)$_8$을 첨가하고, 일산화탄소 기류하에서 반응시키면, 알릴할라이드 부분이 카르보닐화되어 알킬(알콕시메틸)벤조에이트를 높은 수득률로 얻을 수 있었다.