芳香胺参加的Mannich反应(Ⅱ)——用芳胺盐酸盐合成β-芳胺基酮

高等学校化学学报 ›› 1982, Vol. 3 ›› Issue (S1): 83.

芳香胺参加的Mannich反应(Ⅱ)——用芳胺盐酸盐合成β-芳胺基酮

陈光旭, 徐秀娟, 刘利军

北京师范大学化学系

收稿日期:1982-03-09 出版日期:1982-12-31 发布日期:1982-12-31

MANNICH REACTION WITH ARYLAMINE AS THE AMINECOMPONENT (Ⅱ)——SYNTHESIS OF β-ARYLAMINOKETONE USING ARYLAMINE HYDROCHLORIDE

Chen Guangxu, Xu Xiujuan, Liu Lijun

Department of Chemistry, Beijing Normal University, Beijing

Received:1982-03-09 Online:1982-12-31 Published:1982-12-31

摘要/Abstract

摘要：

室温时芳香胺盐酸盐与甲醛、烷基芳基酮在HCl(气)-C₂H₅OH溶液中可以直接发生Mannich反应,生成β-芳胺基芳酮。这是继文献[1]之后,通过Mannich反应直接合成β-芳胺基芳酮的一个新方法。产率与文献[1]相近或略高。脂肪酮如丙酮、丁酮、甲基异丙基甲酮、甲基异丁基甲酮;环酮如环己酮、环庚酮,同样能发生上述反应。用HNMR谱测定了不对称酮与芳胺及甲醛进行Mannich反应所得到的β-芳胺基脂酮的结构。这一事实说明在室温及酸性条件下,可以用芳胺一步直接合成β-芳胺基酮,其反应机理仍符合一般公认的Mannich反应机理。

Abstract:

Mannich reaction was carried out directly between arylatnine hydrochloride, 37% formaldehyde and alkylarylketone, methylalkylketone or cycloke-tone by the following method: To arylamine dissolved in ethyl alcohol, a solution of ethanolic-HCl was added. Without separating the arylamine hydrochloride which settled out readily, a mixture of 37% formaldehyde and appropriate ketone was added, and the mixture thus obtained was allowed to stand a few hours or over night at room temperature. β-Arylaminoketone hydrochloride which crystallized out during this period was separated and worked up. This is a new method for the direct synthesis of β-arylaminoketones through Mannich reaction. The yields were satisfactory.

TrendMD:

陈光旭, 徐秀娟, 刘利军. 芳香胺参加的Mannich反应(Ⅱ)——用芳胺盐酸盐合成β-芳胺基酮. 高等学校化学学报, 1982, 3(S1): 83.

Chen Guangxu, Xu Xiujuan, Liu Lijun. MANNICH REACTION WITH ARYLAMINE AS THE AMINECOMPONENT (Ⅱ)——SYNTHESIS OF β-ARYLAMINOKETONE USING ARYLAMINE HYDROCHLORIDE. Chem. J. Chinese Universities, 1982, 3(S1): 83.