The Condensation of Certain Aromatic Methyl Ketones
The Condensation of Certain Aromatic Methyl Ketones
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DOI：
10.1021/ja01302a025
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发表时间：
1936-11
影响因子：
15
通讯作者：
D. B. Clapp;A. Morton
中科院分区：
文献类型：
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作者：
D. B. Clapp;A. Morton
Bemhauer，Müler和Neiser1最近研究了芳香甲酮在焦硫酸钾和硫酸作用下的缩合反应。通过这种方法，他们成功地从α-乙酰二苯制得了1，3，5-三^-二苯基苯，但未能从α-和/3-乙酰基萘中分别合成1，3，5-三苯基苯和1，3，5-三苯基苯。在其他工作中，我们通过Reddelen的方法制备了上述三个化合物，其中涉及到苯胺和苯胺盐酸盐的使用。这种方法比焦硫酸钾法更适合于1，3，5-三/&二苯基苯的制备，因为前者的提纯只涉及粗品的少量重结晶。
Bemhauer, Müller and Neiser1 have studied re-cently the condensation of aromatic methyl ketones by means of potassium pyrosulfate and sulfuric acid. They were successful by this method, in obtaining 1, 3, 5-tri-^-diphenylbenzene from^-acetyldiphenyl, but failed in an attempt to prepare 1, 3, 5-tri-a-naphthylbenzene and 1, 3, 5-tri-ß-naphthylbenzene from a- and/3-acetyl-naphthalene, respectively. In the course of other work we have prepared the above three compounds by the method of Reddelien, 23which involves the use of aniline and aniline hydrochloride. This method is more suitable for the prepa-ration of 1, 3, 5-tri-/>-diphenylbenzene than that with potassium pyrosulfate, since in the former case purification involves only a few recrystallizations of the crude product.