Title: The reaction of N,N-diethyl-2,3,3,3 tetrafluoropropionamide with various Grignard reagents

Authors: S . Watanabe, T. Fujita, M . Sakamoto, O. Hosokawa, N. Ikeda

Addresses: Department of Applied Chemistry, Faculty of Engineering, Chiba University, Yayoicho, Chiba 260, Japan. ' Department of Applied Chemistry, Faculty of Engineering, Chiba University, Yayoicho, Chiba 260, Japan. ' Department of Applied Chemistry, Faculty of Engineering, Chiba University, Yayoicho, Chiba 260, Japan. ' Department of Applied Chemistry, Faculty of Engineering, Chiba University, Yayoicho, Chiba 260, Japan. ' Department of Applied Chemistry, Faculty of Engineering, Chiba University, Yayoicho, Chiba 260, Japan

Abstract: N,N-Diethyl2,3-difluoroalkenylamides were prepared from the reaction of N.N- diethyl-2,3,3,3 tetrafluoropropionamide (I) with various aliphatic Grignard reagents. For example, the reaction of (I) with propylmagnesium bromide gave a mixture of N,N-diethyl (Z)-2,3-difluoro-2-hexenamide (yield 34.7%) and N,N-diethyl (E)-2.3-difluoro-2-hex-enamide (yield, 11.4%). On the other hand, aryl 1,2,2,2-tetrafluoroethyl ketones were obtained from the reaction of (I) with arylmagnesium bromide. For example, the reaction of (I) with phenylmagnesium bromide gave phenyl 1,2,2,2-tetrafluoroethyl ketone (yield 46%).

Keywords: N,N-Diethyl 2.3-difluoroalkenylamide; N,N-Diethyl-2,3,3,3-tetrafluoro-propionamide; Grignard reagents; phenyl 1,2,2,2-tetrafluoroethyl ketone.

DOI: 10.1504/IJMPT.1990.036616

International Journal of Materials and Product Technology, 1990 Vol.5 No.3, pp.213 - 219

Published online: 05 Nov 2010 *

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