著者

飯田 弘忠 野口 暁男

出版者

公益社団法人 日本化学会

雑誌

化学教育 (ISSN:24326542)

巻号頁・発行日

vol.28, no.1, pp.27-31, 1980-02-20 (Released:2017-09-15)

著者

高橋 一公 伊達 隆文 山田 和俊 飯田 弘忠

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.29, no.3, pp.293-297, 1971

被引用文献数

1

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A prolonged treatment of <I>p</I>-nitrotoluene and benzaldehyde with a sodium-hexamethylphosphoric triamide (HMPA) -benzene mixture was found to give 1-phenyl-2- (4-nitrophenyl) -ethan-1-ol (1) selectively. It was also found that the yield of (1) is sensitively affected by various factors, such as the temperature, the concentration of HMPA, and the reaction time. It may be concluded from the correlation of the yield of (1) and the conversion ratio of <I>p</I>-nitrotoluene that the formation of (1) results from the nucleophilic attack of the <I>p</I>-nitrobenzyl anion, derived from <I>p</I>-nitrotoluene, on the carbonyl carbon of benzaldehyde.