Synthesis of lithium ω-(m- and p-lithiophenoxy)alkoxides modified with magnesium 2-ethoxyethoxide. Crystal structures of bis[4-(2-hydroxyethoxy)phenyl]mercury and bis[4-(3-hydroxypropoxy)phenyl]mercury

Add time:07/31/2019    Source:sciencedirect.com

m- and p-Chlorinated ω-phenoxyalcohols 1, were transformed into the corresponding lithium ω-(m- and p-lithiophenoxy)alkoxides 4, respectively, by successive deprotonation with n-butyllithium and subsequent chlorine–lithium exchange by lithium naphthalene radical anion in THF–methylcyclohexane. Lithium 2-(4-lithiophenoxy)ethoxide (4a′) was also prepared by bromine–lithium exchange of 2-(4-bromophenoxy)ethanol (2a′) with two equivalents of n-butyllithium. The organolithiums were modified with magnesium 2-ethoxyethoxide in order to avoid ortho-metallation of the above-mentioned substituted arenes. Subsequent reaction of these intermediates with the electrophiles carbon dioxide, benzophenone, benzonitrile and 0.5 equivalents of mercuric chloride yielded the expected m- and p-substituted (ω-hydroxyalkoxy)benzenes in yields ranging from 50 to 75%. The crystal structures of the organomercurials 8a′ and 8b′ have been determined and revealed the Hg atom to occupy a crystallographic center of symmetry in a linear CHgC arrangement.

We also recommend Trading Suppliers and Manufacturers of O,O'-BIS(2-HYDROXYETHOXY)BENZENE (cas 10234-40-9). Pls Click Website Link as below: cas 10234-40-9 suppliers

Prev:Effect of human serum on the in vitro anti- HIV-1 activity of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio) thymine (HEPT) derivatives as related to their lipophilicity and serum protein binding
Next:Synthesis and properties of some esters of phosphoric, thiophosphoric and phosphinic acids)