- A+
2,5-二烷氧基四氢呋喃和伯胺反应制备N-取代吡咯的反应。此反应是一种保护伯胺的方法。此方法得到的吡咯,官能团耐受度高,可以进行各种高活性的反应。
1-(2-Methoxycarbonyl)phenylpyrrole (3). 2,5-Diethoxytetrahydrofuran 1 (95.5 g, 0.59 mol) was added to a well stirred solution of methyl anthranilate 2 (90 g, 0.59 mol) in AcOH (265 mL). During the exothermic reaction, the mixture became clear deep red. The mixture was heated to reflux for 1 h and the solvent was removed in vacuo. Fractional distillation in vacuo gave 95.8 g of 3 (80%), bp 90–95 C.
【Josey AD, J Org Chem., 1962, 27, 2466】
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1 Clauson-Kaas N Acta Chem Scand 1952 6 667
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编译自:Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 196.
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