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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 12, 1982 - Issue 9
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Original Articles

Aromatic Nucleophilic Substitution: The Reaction of Sodium 2,2,2-Trifluoroethoxide with Chlorobenzonitriles in HMPA

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Pages 695-700 | Published online: 05 Dec 2006
 

Abstract

The preparation1 of fluorinated compounds continues to be of significant interest to organic chemists due to their diverse and important application as polymers, blood substitutes, pharmaceuticals and pesticides. Considerable attention has been directed to the formation of fluoroalkoxy benzenes with the majority of the synthetic routes involving the reaction of an electrophilic haloalkyl fluoride with a nucleophilic phenol derivative1,2. In a somewhat related procedure, Mendel3 has prepared ortho-2,2,2-trifluoroethoxy methyl benzoate by reacting ortho-hydroxy methyl benzoate with 2,2,2-trifluoroethyl trifluoromethylsulfonate in a potassium carbonate/acetone mixture.

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