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Title :マイクロ波を用いる有機合成IV : N,N-ジメチルアニリンのフィルスマイヤーホルミル化反応
Title alternative :Organic Synthesis Using Microwaves IV : The Vilsmeier Formylation of N,N-Dimethylaniline
Authors :鈴木, 常夫
種村, 潔
西田, 洋子
Publisher :日本歯科大学
Issue Date :Mar-2010
Journal Title :Bulletin of the Nippon Dental University. General Education
Volume :39
Start Page :27
End Page :32
ISSN :0385-1605
Abstract :The Vilsmeier formylation of N,N-dimethylaniline (1) with N,N-dimethylformamide (DMF) and phosphorus oxychloride or pyrophosphoryl chloride was carried out by using microwave (MW) irradiation and 4-N,N-dimethylbenzaldehyde (2) was obtained quantitatively accompanying with small amounts of 2-N,N-dimethylbenzaldehyde (8) and 4-N,N-dimethylisophthalaldehyde(3). The yield of compound 3 was increased with increasing a molar ratio of DMF and pyrophosphoryl chloride, whereas the yield of compound 2 was decreased. When compound 1 was treated with N-methylformanilide(NMFA) and pyrophosphoryl chloride by using MW irradiation, compound 2 was obtained in good yields. The reaction time by using MW irradiation was markedly shorter than that by using continuous heating.
Keywords :microwave
Vilsmeier reaction
formylation
N,N-demethylaniline
4-N,N-dimethylbenzaldehyde
Type Local :Departmental Bulletin Paper
Language :jpn
URI :http://hdl.handle.net/10623/27005
Appears in Collections:01 Bulletin of the Nippon Dental University. General Education

Please use this identifier to cite or link to this item: http://hdl.handle.net/10623/27005

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