Fluorinated butene derivatives and methods for their preparation
AssigneeUniversity of Rochester
InventorsAndrew S. Kende, Noritada Matsuo
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Abstract
New chemical reactions of 1,1,2-trifluoro-1,3-butadiene provide simple access to a series of new fluorinated alkene derivatives. These derivatives provide a simple, general methodology for the stereocontrolled preparation of 2-fluoro-2-alkenoate esters and related monofluoroalkene derivatives which include fluoro analogs of known insecticides, pheromones or pharmaceuticals. A new method for the preparation of 1,1,2-trifluoro-1,3-butadiene is also provided.
Claims4
Z-isomers of fluorinated alkene compounds of the formula ##STR16## wherein R.sup.1 is C.sub.1 -C.sub.4 alkyl;
- X.sup.1 is C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.8 alkenyl, C.sub.2 -C.sub.8 alkynyl, aryl, aralkyl chlorine, or bromine.
The compound (Z)-4-bromo-1-methoxy-1,1,2-trifluro-2-butene.
A process for preparing a compound of the formula ##STR17## wherein Y.sup.1 is chlorine or bromine and R.sup.1 is C.sub.1 -C.sub.4 alkyl which comprises causing a diene of the formula
- CF.sub.2 .dbd.CF--CH .dbd.CH.sub.2
- to react with a source of positive chlorine or bromine in a lower alkanol solvent.
Dependencies are inferred from the claim text.