Abstract
The reactions of 2,2,2-trichloro-1-phenylethanone (1a) and 2,2,2-trichloro-1-(p-chlorophenyl)-ethanone (1b) with MeOH, EtOH, PrnOH, and BunOH in the presence of ethylamine resulted in the formation of the corresponding esters ArCOOR. When the process is carried out in the absence of ethylamine the reaction does not proceed beyond formation of the hemiacetal intermediate. The former reaction occurs through an addition-elimination process and the order of reactivity of the alcohols is MeOH > EtOH > PrnOH > BunOH. If (1a or b) is treated with ethylamine in dioxane the corresponding amide ArCONHEt is the only reaction product.
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