Sulfuryl chloride as a reagent for selective chlorination of symmetrical ketones and phenols

D Masilamani, MM Rogic

Index: Masilamani, Divakar; Rogic, Milorad M. Journal of Organic Chemistry, 1981 , vol. 46, # 22 p. 4486 - 4489

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Citation Number: 48

Abstract

Cyclohexanone reacts with sulfuryl chloride in sulfur dioxide, ether, tetrahydrofuran, dioxane, and tetraglyme to give mixtures of mono-and dichlorocyclohexanones. However, when the reaction was carried out in sulfur dioxide solution containing a slight excess of methanol, only monochlorocyclohexanone was obtained in high yield. Almost as good selectivities are obtained in methylene chloride solution in the presence of methanol. A ...