Formation of dichloromethyl phenyl ethers as major products in the photo-Reimer-Tiemann reaction without base
作者:M. Consuelo Jiménez、Miguel A. Miranda、Rosa Tormos
DOI:10.1016/0040-4020(95)00235-z
日期:1995.5
Photolysis of phenols 1a-d in chloroform or carbon tetrachloride afforded the corresponding di- or trichloromethyl phenyl ethers (2a-d or 6a-d, respectively). In chloroform, hydroxybenzaldehydes 4a-d or 5 and phenyl formates 3a-d were obtained as minor photoproducts. In carbon tetrachloride, traces of salicyloyl chloride (7), phenyl salicylate (8) and phenyl p-hydroxybenzoate (9) were detected starting
苯酚1a-d在氯仿或四氯化碳中的光解得到相应的二-或三氯甲基苯基醚(分别为2a-d或6a-d)。在氯仿中,获得羟基苯甲醛4a-d或5和苯基甲酸酯3a-d作为次要光产物。在四氯化碳中,从母体酚(1a)开始检测到痕量的水杨酰氯(7),水杨酸苯酯(8)和对羟基苯甲酸苯酯(9)。获得的结果与电子转移机制的参与相吻合。