Nuclear Methylation of Some Phenolic Compounds1
Nuclear Methylation of Some Phenolic Compounds1
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一些酚类化合物的核甲基化1
DOI：
10.1021/ja01121a030
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发表时间：
1952
期刊：
影响因子：
--
通讯作者：
J. L. Yamins
中科院分区：
文献类型：
--
作者：
W. Moran;E. Schreiber;E. Engel;D. C. Behn;J. L. Yamins
Lederer-Manasse反应已被用于将羟基亚甲基引入2，4-二甲基苯酚和对苯二酚单甲醚的核中。羟基亚甲基转化为甲基是通过氢解相应的卤代亚甲基化合物完成的。用甲醛和二甲胺合成了对苯二酚单甲醚的单、双曼尼希碱。碱或相应的乙酰氧基甲基化合物氢解生成4-甲氧基邻甲酚和4-甲氧基-2，6-二甲酚。2-溴-4-甲氧基苯酚先用丁基锂处理，再用碘甲烷处理，酸化后得到4-甲氧基邻甲酚。
The Lederer-Manasse reaction has been utilized for the introduction of hydroxymethylene groups into the nucleus of 2, 4-dimethylphenol and hydroquinone monomethyl ether. Conversion of the hydroxymethylene to methyl was accomplished by hydrogenolysis of the corresponding halogen methylene compound. Mono and di-Mannich bases of hydroquinone monomethyl ether were prepared by reaction with formaldehyde and dimethylamine. Hydrogenolysis of the bases or the corresponding acetoxymethyl compounds yielded 4-methoxy-o-cresol and 4-methoxy-2, 6-xylenol. 2-Bromo-4-methoxy phenol on treatment withbutyllithium followed by methyl iodide yielded after acidification 4-methoxy-o-cresol.