Ehrlich-Sachs芳香亚胺合成

活性芳甲基和亚硝酰基苯反应制备得到芳香亚胺的反应。芳香亚胺酸性条件下水解可以得到芳醛或芳酮。此反应常见的活性甲基，如邻硝基甲苯或苄腈。

反应机理

反应操作

Imine (7). A mixture of N,N-dimethyl-4-nitrosoaniline 5 (1.50 g, 0.01 mol), benzyl cyanide 6 (1.17 g, 0.01 mol) and LiBr (0.43 g, 5 mmol) was irradiated in a microwave oven (2450 MHz frequency and 70 W) for 2 min. The cooled mixture was washed (H2O) and extracted with DCM (2 34 mL). Evaporation and chromatography (PE/CHCl3 – 4:1) afforded 7 (90%), crystallized from EtOH, mp 90 C.

【Sandhu JS, Syn Comm., 2001, 31, 1427】

相关文献

1 Ehrlich P, Sachs F Chem Ber 1899 32 2341

2 Sachs F Chem Ber 1900 33 959

3 Ruggli P Helv Chim Acta 1937 20 271

4R Adams R Org Synth Coll 1943 2 214

5 Millich F Org Proc Prep Int 1996 28 366

6 Sandhu JS Syn Comm 2001 31 1427

编译自：Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 136.