Collect. Czech. Chem. Commun. 1987, 52, 756-760

Side-products of acylation of 1-acetoxy-2-phenoxyethane with phenylacetyl chloride

Ivan Lukáča, Marta Kačurákováa and Ľubomír Malíkb

a Polymer Institute, Chemical Research Centre, Slovak Academy of Sciences, 842 36 Bratislava
b Department of Chemical Technology, Slovak Institute of Technology, 812 37 Bratislava


Acylation of 1-acetoxy-2-phenoxyethane with phenylacetyl chloride in the presence of anhydrous aluminium chloride or tin tetrachloride afforded 1-acetoxy-2-(4-phenylacetylphenoxy)ethane (I) as the principal product. In the presence of aluminium chloride 1-[4-(2-acetoxyethoxyphenyl)]-1-chloro-2-phenylethene (II), 1,1-di-[4-(2-acetoxyethoxyphenyl)]-2-phenylethene (III) and 1-[4-(2-hydroxyethoxyphenyl)]-1-chloro-2-phenylethene (IV) were isolated as side-products whereas in the tin tetrachloride-catalyzed reaction only III was detected.