Polybromoaromatic compounds: IX. Reactions of polybromobenzyl bromides with enolates derived from some dicarbonyl compounds

Authors
Shishkin, VN Vakaeva, SS Belozerov, AI Tanaseichuk, BS Butin, KP
Citation
Vn. Shishkin et al., Polybromoaromatic compounds: IX. Reactions of polybromobenzyl bromides with enolates derived from some dicarbonyl compounds, RUSS J ORG, 37(7), 2001, pp. 975-980
Citations number
7
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
10704280 → ACNP
Volume
37
Issue
7
Year of publication
2001
Pages
975 - 980
Database
ISI
SICI code
1070-4280(200107)37:7<975:PCIROP>2.0.ZU;2-9
Abstract
The reaction of polybromobenzyl bromides RC6Br4CH2Br (R = Br, OCH3) with di ethyl malonate sodium salt in ethanol and dimethylformamide leads to format ion of diethyl 2-(polybromobenzyl)malonates, whereas in aqueous ethanol eth yl polybromobenzyl malonates are formed. The same polybromobenzyl bromides react with an equimolar amount of ethyl acetoacetate sodium salt or acetyla cetone sodium salt to give C-alkylation products; with excess sodium enolat es ethyl 3-(polybromophenyl)propionates and 4-(polybromophenyl)-2-butanones are formed, respectively.