Synthesis of substituted tetrahydronaphthalene
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摘要: 目的 优化取代四氢萘类化合物的合成工艺,重点考察10%Pd/C对关键中间体合成的影响。 方法 平行试验比较10%Pd/C和三乙基硅烷催化羰基还原反应,并对实验结果进行总体分析;对10%Pd/C催化还原采用正交设计法,考察反应物与10%Pd/C的投料比例及溶剂对收率的影响。 结果 10%Pd/C催化羰基还原的成本明显低于三乙基硅烷,且收率高,杂质少,易处理;正交试验证实,催化剂与反应物的投料比例对反应的影响最为显著。 结论 实验证实,利用10%Pd/C催化还原关键中间体,使得取代四氢萘类化合物的合成路线更加Abstract: Objective To optimize the synthesis of substituted tetrahydronaphthalene and investigate the influence of 10% Pd/C catalyst in the synthesis of key intermediate. Methods A parallel test was carried out to compare the catalytic activity of triethyl silicane and the 10% Pd/C catalyst, including the total analysis of experimental result . And orthogonal experimental design was used and the influence of solvent and reactant ratio on the yield were investigated. Results The cost of the 10% Pd/C catalyst was obviously lower than that of triethyl silicane,with high yield, little impurity easy effluent disposal. Orthogonal test confirms that the ratio of reactant and catalystthe was the most significant factor. Conclusion The experiments proved that the optimal preparation procedure was much more available for industrial production using the 10% Pd/C as a catalyst.
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Key words:
- substituted tetrahydronaphthalene /
- synthesis /
- orthogonal design
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[1] 周有骏,姚 斌,朱 驹. 具有抗真菌活性的N-取代-2-氨基-1 ,2 ,3 ,4-四氢萘化合物及其盐类:中国, 1817851A[P]. 20062102241. [2] Paull KD, Zee-Cheng RK, Cheng CC. Some substituted naphthazarins as potential anticancer agents[J]. J Med Chem, 1976, 19(2):337. [3] Hamdy NA, Gamal-Eldeen AM, Abdel-Aziz HA, et al. Modulation of carcinogen metabolizing enzymes by new fused heterocycles pendant to 5,6,7,8-tetrahydronaphthalene derivatives[J]. Eur J Med Chem, 2010, 45(2):463. [4] Varella MH, de Mello FG, Linden R. Evidence for an antiapoptotic role of dopamine in developing retinal tissue[J]. J Neurochem, 1999, 73(2):485. [5] Tang H, Zhou YJ, Li YW, et al. Design, synthesis and antifungal activities in vitro of novel tetralin compounds[J].Chinese Chemical Letters, 2008, 19(3): 264. [6] Norlander JE, Payne MJ, Njoroge FG, et al. A short enantiospecific synthesis of 2-amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene (ADTN) [J] . J Org Chem,1985, 50, 3619.
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