Tetrahedron letters

Novel reactivity of 2-(chloromethoxy) ethyl acetate

DJ Aitken, L Rees, CJ Suckling, HCS Wood

Index: Aitken, David J.; Rees, Lilias; Suckling, Colin J.; Wood, Hamish C. S. Tetrahedron Letters, 1986 , vol. 27, # 29 p. 3417 - 3420

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Abstract

Abstract 2-(Chloromethoxy) ethyl acetate reacts with alcohols in the presence of silver carbonate to produce 2-(alkoxymethoxy) ethyl acetates and bis (alkoxy) methanes. A mechanism which involves neighbouring group participation of a chloromethyl ether oxygen atom is proposed to account for the formation of the latter products.