2-(Chloromethyl)-3, 5-dioxahex-1-ene. An effective acetonylating reagent

…, N Nishida, I Ikeda, M Okahara

Index: Gu, Xue-Ping; Nishida, Nobuyuki; Ikeda, Isao; Okahara, Mitsuo Journal of Organic Chemistry, 1987 , vol. 52, # 15 p. 3192 - 3196

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Citation Number: 45

Abstract

By@-elimination of 2-chloro-l-(chloromethyl) ethyl methoxymethyl ether (1) under solid- liquid phase-transfer catalytic conditions, 2-(chloromethyl)-3, 5-dioxahex-l-ene (2) of high purity was readily obtained in 85%. Allyl chloride 2 is found to be stable at ambient conditions and to be a superior reagent as CH3COCH2+ synthon for converting active proton-containing compounds such as carboxylic acids, amines, phenols, alcohols, thiols, ...