3-(Perfluoroalkyl)propanols: Valuable Building Blocks for Fluorous Chemistry

József Rábai; Csongor Szíjjártó; Peter Ivanko; Dénes Szabó

doi:10.1055/s-2007-983779

PSP

3-(Perfluoroalkyl)propanols: Valuable Building Blocks for Fluorous Chemistry

József Rábai*, Csongor Szíjjártó, Peter Ivanko, Dénes Szabó
Department of Organic Chemistry, Institute of Chemistry, Eötvös Loránd University, P. O. Box 32, 1518 Budapest 112, Hungary
Fax: +36(1)3722592; e-Mail: rabai@elte.hu;

Abstract

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Abstract

2-Iodo-3-(perfluoroalkyl)propanols are obtained in excellent yields and several-hundred-gram quantities by the controlled radical addition of commercially available n-perfluoroalkyl and perfluoroisoalkyl iodides to allyl alcohol. Their consecutive reduction with hydrazine hydrate and Raney nickel catalyst in methanol afforded the corresponding 3-(perfluoroalkyl)propanols in high yields and purity.

Key words

alkyl halides - alcohols - fluorine - reductive dehalogenation - transfer hydrogenation

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References

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