Polybromoaromatic Compounds: IX. Reactions of Polybromobenzyl Bromides with Enolates Derived from Some Dicarbonyl Compounds |
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Authors: | V N Shishkin S S Vakaeva A I Belozerov B S Tanaseichuk and K P Butin |
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Institution: | (1) Ogarev Mordovian State University, ul. Bol'shevistskaya 68, Saransk, 430000, Russia;(2) Faculty of Chemistry, Moscow State University, Vorob'evy gory, Moscow, 119899, Russia |
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Abstract: | The reaction of polybromobenzyl bromides RC6Br4CH2Br (R = Br, OCH3) with diethyl malonate sodium salt in ethanol and dimethylformamide leads to formation of diethyl 2-(polybromobenzyl)malonates, whereas in aqueous ethanol ethyl polybromobenzyl malonates are formed. The same polybromobenzyl bromides react with an equimolar amount of ethyl acetoacetate sodium salt or acetylacetone sodium salt to give C-alkylation products; with excess sodium enolates ethyl 3-(polybromophenyl)propionates and 4-(polybromophenyl)-2-butanones are formed, respectively. |
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