Organic Photochemical Reactions. XXX. Photoreactions of<i>N</i>,<i>N</i>-Dimethylpyruvamide in Methanol and Ethanol
作者:Kensuke Shima、Kimiko Tanabe、Shinpei Furukawa、Jouji Saito、Kazuhiro Shirahashi
DOI:10.1246/bcsj.57.1515
日期:1984.6
The photoreactions of N,N-dimethylpyruvamide (DMPA) in methanol and ethanol were investigated. Irradiation of DMPA in methanol gave three products (3,5-dimethyl-4-oxazolidinone, 2-hydroxy-N-methyl-N-(methoxymethyl)propanamide, and 2,3-dihydroxy-2,3-dimethyl-N,N,N′-trimethyl-N′-(methoxymethyl)-butanediamide) in good yields. The product distribution was dependent on the concentration of DMPA and methanol. Similarly, irradiation of DMPA in ethanol gave three products (3,5-dimethyl-4-oxazolidinone, 2-hydroxy-N-methyl-N-(ethoxymethyl)propanamide, and 2,3-dihydroxy-2,3-dimethyl-N,N,N′-trimethyl-N′-(ethoxymethyl)butanediamide). The mechanism for the formation of these products is discussed.
研究了 N,N-二甲基丙酮酰胺(DMPA)在甲醇和乙醇中的光反应。在甲醇中辐照 DMPA 可得到三种产物(3,5-二甲基-4-噁唑烷酮、2-羟基-N-甲基-N-(甲氧基甲基)丙酰胺和 2,3-二羟基-2,3-二甲基-N,N,N′-三甲基-N′-(甲氧基甲基)-丁二酰胺),产率良好。产物的分布取决于二羟甲基丙烷和甲醇的浓度。同样,在乙醇中辐照 DMPA 会产生三种产物(3,5-二甲基-4-噁唑烷酮、2-羟基-N-甲基-N-(乙氧基甲基)丙酰胺和 2,3-二羟基-2,3-二甲基-N,N,N′-三甲基-N′-(乙氧基甲基)丁二酰胺)。讨论了这些产物的形成机理。