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Borsche-Beech反应

 有机合成公众号 2020-11-03

芳香重氮盐和肟或缩氨基脲反应得到芳香醛酮。此反应通常在三氯化铁催化下进行。反应产率较低,但是一种重要的由芳氨直接得到芳香醛酮的方法。

反应实例

Pyridine-3-aldehyde (4). 3-Aminopyridine 1 (23.5 g, 0.24 mol), 36% HCl (68 mL), NaNO2 (17.5 g, 0.25 mol) and 75 ml H2O was neutralized (NaOAc) and treated with formaldoxime. The mixture was acidified (pH 3) and after FeCl3 (150 g) was added, it was boiled for 1 h. Usual workup gave 3.6 g of 4 (14%), bp 95–100 C/16 mm.

【Beech WF, J Chem Soc., 1954, 1297】

相关文献

1 Borsche C Chem Ber 1907 40 737

2 Beech WF J Chem Soc 1954 1297

3 Woodward RB Tetrahedron 1958 2 1

4 Herr RJ Org Process Res Dev 2002 6 677

编译自:Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 55.

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