Improved Microwave-Assisted Ring Opening of 1,1,1-Trifluoro-2,3-epoxypropane: Synthesis of New 3-Alkoxy-1,1,1-trifluoropropan-2-ols

descriptionPublicationkeyboard_double_arrow_right Article 07 Jul 2010 Spain English Publisher:Georg Thieme Verlag KGJournal:Synthesis, volume 2,010, pages 3,117-3,120 (issn: 0039-7881, eissn: 1437-210X,

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Authors: Rayo, Josep; Muñoz, Lourdes; Rosell, Gloria; Bosch, María Pilar; Guerrero, Ángel;

doi: 10.1055/s-0030-1258156

handle: 10261/53047

Improved Microwave-Assisted Ring Opening of 1,1,1-Trifluoro-2,3-epoxypropane: Synthesis of New 3-Alkoxy-1,1,1-trifluoropropan-2-ols

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Abstract

A highly efficient and environmentally friendly method for the synthesis of 3-alkoxy-1,1,1-trifluoropropan-2-ols is presented. The approach involves ring-opening reaction of 1,1,1-trifluoro-2,3-epoxypropane with structurally different long-chain alcohols under microwave irradiation at room temperature in the absence of solvent. These chemicals are precursors of the corresponding trifluoromethyl ketones, potent inhibitors of human and murine liver microsomes and porcine liver esterase.

We are indebted to Miriam Fuentes for technical support and Drs. A. Delgado and A. Messeguer for the use of the microwave oven. We also gratefully acknowledge MICINN for a fellowship to J. Rayó, EU for a contract to L. Muñoz and CICYT (AGL2009-13452-C02-01) for financial support.

Peer reviewed

Country

Spain

Related Organizations

Spanish National Research Council
Spain

Keywords

microwave catalysis, 3-epoxypropane, 1,1,1-trifluoro-2, trifluoromethyl ketones, ring opening, trifluoromethyl carbinols

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