【摘要】 吡咯转化为吡咯钾与对甲基苯磺酰氯反应,得1 对甲基苯磺酰基吡咯(Ⅰ),产率61 0%,熔点105～106℃;n(Ⅰ)∶n(乙酸酐)=1 0∶1 15,在室温下反应2h,得1 对甲基苯磺酰基 2 乙酰基吡咯(Ⅱ),产率80 5%,熔点110～111℃;Ⅱ在碱性溶液中水解,得2 乙酰基吡咯(Ⅲ),产率为94 4%,熔点89～90℃;Ⅲ与冰乙酸在室温下反应14d,得2,5 二乙酰基吡咯(产率16 2%,熔点158～159℃)和2,4 二乙酰基吡咯(产率45 1%,熔点137～138℃)。通过核磁共振、红外光谱和元素分析验证了产品的结构。更多还原

【Abstract】 1-(p-Toluenesulfonyl)pyrrole (Ⅰ) was prepared by reaction of pyrrolylpotassium (from pyrrole) and p-toluenesulfonyl chloride in 61.0% yield, m.p.105～106 ℃.Ⅰ and acetic anhydride in molar ratio 1.0∶-1.15 reacted at room temperature for 2 h to give 1-(p-toluenesulfonyl)-2-acetylpyrrole (Ⅱ) in 80.5% yield,m.p.110～111 ℃.Hydrolysis of Ⅱ in alkaline solution gave 2-acetylpyrrole (Ⅲ) in 94.4% yield,m.p.80～90 ℃.Ⅲ and glacial acetic acid reacted at room temperature for 14 d to produce 2,5-diacetylpyrrole (m.p.158～159 ℃) in 16.2% yield and 2,4-diacetylpyrrole (m.p.137～138 ℃) in 45.1% yield.Their chemical structures were confirmed by~1HNMR,IR spectrum and elementary analysis.更多还原