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A practical synthesis of trifluoromethyl alkyl ketones

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Indexed by:Journal Papers

Date of Publication:2015-05-01

Journal:JOURNAL OF FLUORINE CHEMISTRY

Included Journals:SCIE

Volume:173

Page Number:6-11

ISSN No.:0022-1139

Key Words:Trifluoromethyl alkyl ketones; Practical synthesis; Esters; Solvent free

Abstract:Trifluoromethyl ketones (TFMKs) significantly contribute to biologically active compounds and special materials. TFMKs can be prepared by "trifluoroacetic ester/ketone metathesis" along with the accompanying products, aromatic acid esters. As an important extension of our previous studies on the use of aryl alkyl ketones, wherein the separation of the resulting TFMKs and aromatic acid esters proved problematic, i-Pr and t-Bu alkyl ketones were shown in this work to be competent reaction partners for easy TFMK separation from the product mixtures, thereby providing a practical synthesis route to TFMKs. With the removal of accompanying products, i-Pr and t-Bu carboxylic esters, TFMKs with high boiling points were efficiently obtained by distillation or recrystallization. Furthermore, a solvent-free condition was also effective for this reaction, which allowed TFMKs with low boiling points to be separated from the reaction mixture by distillation in good yield. (C) 2015 Elsevier B.V. All rights reserved.

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