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合成9-氰化甲基蒽和1-氰化甲基萘及以氫氟酸進行環化反應

Synthesis of 9-Cyanomethylanthracene and 1-cyanomethylnaphthalene and Their Attempted Cyclization With Hydrogen Fluoride

摘要


本研究主要是利用起始物9-溴化甲基蔥和1-溴化甲基萘進行溴化反應和取代反應可以得到高產率的9-氰化甲基蔥和1-氰化甲基萘,溴化反應主要使用N-溴丁二醯胺及以氰化鉀溶於二甲亞風進行取代反應,同時亦嘗試利用氫氟酸對此二個氰化產物進行環化反應。

並列摘要


Both of title compounds were synthesized from the corresponding arylmethanes(9-bromomethylanthracene and 1- bromomethylanthracene) in good yields in two steps: bromination with N-bromoscccinimide( NBS) and substitution with potassium cyanide(KCN) in dimethyl sulfoxide(DMSO). Unsuccessful attempted cyclization of 9-cyanomethylanthracene and 1-cyanomethyl-naphthalene with hydrogen fluoride is also described.

參考文獻


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W. Johnson, "Org. Reactions", Vol II, New York, John Wiley and Sons Inc., 157 (1949).
C. K. Bradsher, E. D. Little, and D. J. Beavers, J. Amer. Chem. Soc., 78, 2153 (1956).
R. W. Kluiber, J. Org. Chem., 30, 2037 (1965).
R. A. Smiley and C. Arnold, J. Org. Chem., 25, 257 (1960).

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