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六氟磷酸亚氨盐的高效制备

An efficient preparation of vinamidinium hexafluorophosphate salts.

作者信息

Davies I W, Marcoux J F, Wu J, Palucki M, Corley E G, Robbins M A, Tsou N, Ball R G, Dormer P, Larsen R D, Reider P J

机构信息

Department of Process Research, Merck & Co., Inc., Rahway, New Jersey 07065, USA.

出版信息

J Org Chem. 2000 Jul 28;65(15):4571-4. doi: 10.1021/jo000159u.

Abstract

Substituted acetic acids or acetyl chlorides react with phosphorus oxychloride in DMF to yield the vinamidinium salts 3a-j in moderate to excellent recrystallized yields (28-90%). The cations are conveniently isolated as their hexafluorophosphate salts, which are easily handled nonhygroscopic solids. The nitro compound 3l is prepared in 91% yield by nitration of the parent vinamidinium 3k. The X-ray crystal structure is reported for the 2-phenyl isomer 3e and displays minimal overlap of the two pi-systems.

摘要

取代乙酸或乙酰氯在二甲基甲酰胺(DMF)中与三氯氧磷反应,以中等至优异的重结晶产率(28 - 90%)生成脒鎓盐3a - j。阳离子可以方便地以其六氟磷酸盐的形式分离出来,它们是易于处理的非吸湿性固体。通过对母体脒鎓3k进行硝化反应,以91%的产率制备出硝基化合物3l。报道了2 - 苯基异构体3e的X射线晶体结构,显示出两个π - 体系的重叠最小。

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