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  • 學位論文

氯化亞鐵催化醛類化合物與1,3-雙羰基化合物進行縮合反應之研究

Study on Condensation of 1,3-dicarbonyl Compounds and Aldehydes Catalysed by ferrous chloride

指導教授 : 楊嘉喜

摘要


本研究是以氯化亞鐵為催化劑,使1,3-雙羰基化合物(例: 2,4-戊二酮、丙二酸甲酯)與醛類(例:丁醛、2-甲基-1-丙醛、戊醛…等等)進行縮合反應,得到一系列2,4-戊二酮衍生物(2a)~(2j)。本實驗特色之ㄧ在於溫和的反應條件,文獻上的製備方法通常需要添加溶劑或者低溫下反應,相較之下,本實驗不加熱也不用使用溶劑,在室溫下即可反應。 大部分2,4-戊二酮衍生物(2)的製備都是使用鹼,少部份使用路易士酸,文獻上沒有以氯化亞鐵為催化劑的方式進行2,4-戊二酮衍生物(2)的製備,本研究提供了一個新的合成方法,這是本實驗另一特色。

並列摘要


The purpose of this study is to use ferrous chloride as catalyst for the condensation of 1,3-dicarbonyl compound, such as acetylacetone and dimethyl malonate, with aldehydes, such as butyaldehyde, iso-butyraldehyde, pentanal, etc and obtain a series of 2-methylene-1,3-dicarbonyl compounds derivatives like 3-butylidene-2,4-pentanedione, 3-(2-methylpropylidene)pentane-2,4-dione, 3-ethylidenepentane-2,4-dione, 3-pentylidenepentane-2,4-dione, 4-hydroxy-3-(2-phenylethenyl)- 3-penten-2-one, dimethyl 2-ethylidenemalonate, dimethyl 2-butylidenemalonate, dimethyl(2-methylpropylidene)malonate, 3-(2-thienylmethylene)pentane-2,4-dione, 3-(furan-2-ylmethylene)pentane-2,4-dione. One of the characteristics of this experiment is the mild reaction condition. Compared to the literature , which usually require solvents or higher reaction temperature, this method can be carried out at room temperature and no solvent is required.

並列關鍵字

condensation ferrous chloride

參考文獻


1. Jens Christoffers. J. Chem. Soc. 1997, 21, 3141-3150.
2. Jens Christoffers. Chem. Commun. 1997, 10, 943-944.
1983, 13(14).
3. Antonioletti, Roberto; Bovicelli, Paolo; Malancona, Savina. Tetrahedron. 2002, 58(3), 589-596.
4. Wang, Zhongyi; Wee, Andrew G. H.; Hepperle, Steven S.; Treble, Ron G.; East, Allan L. J. Phys. Chem. A. 2006, 110(18), 5985-5989.

被引用紀錄


戴子翔(2014)。戴笠與抗戰時期交警制度之研究(1937-1946)〔碩士論文,國立中央大學〕。華藝線上圖書館。https://www.airitilibrary.com/Article/Detail?DocID=U0031-0412201511571252

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