Tetrahedron

Formation of dichloromethyl phenyl ethers as major products in the photo-Reimer-Tiemann reaction without base

MC Jiménez, MA Miranda, R Tormos

Index: Jimenez, M. Consuelo; Miranda, Miguel A.; Tormos, Rosa Tetrahedron, 1995 , vol. 51, # 20 p. 5825 - 5830

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Citation Number: 13

Abstract

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 from the parent phenol (1a). The ...