Process for the synthesis of monohaloalkanoylferrocenes

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United States of America Patent

PATENT NO 5190671
SERIAL NO

07769776

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Abstract

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The present invention relates to a process for the synthesis of monohaloalkanoylferrocenes of general formula (I) ##STR1## in which X=Cl, Br, n is an integer such that 2.ltoreq.n.ltoreq.7, R.sub.1 and R.sub.2 =H, C.sub.1 -C.sub.8 alkyl chain. A ferrocene derivative of general formula (II) ##STR2## in which R.sub.1 and R.sub.2 have the abovementioned meaning, is reacted at a temperature -5.degree. C.<.theta..sub.r <+15.degree. C., in the presence of AlCl.sub.3 with a halide or the anhydride of an acid of general formula (III) HOOC--(CH.sub.2).sub.n --X, X and n having the abovementioned meaning. An acylating solution obtained by mixing AlCl.sub.2 and the acid halide or anhydride in CH.sub.2 Cl.sub.2, whose temperature .theta..sub.a is such that 5.degree. C..ltoreq..theta..sub.r -.theta..sub.a .ltoreq.15.degree. C., is progressively added to a solution of the ferrocene derivative (II) in CH.sub.2 Cl.sub.2. The molar ratio of the acid halide or anhydride to the ferrocene derivative is between 0.99 and 1.01 and that of AlCl.sub.3 to the ferrocene derivative between 1.05 and 1.11. The mixture is then hydrolyzed and the crude product (I) is recovered by filtration followed by evaporation of CH.sub.2 Cl.sub.2. This process enables a crude synthetic product to be obtained in a yield and with a purity which are high. The monohaloalkanoylferrocenes (I) are synthesis intermediates in pharmacy and in self-propulsion.

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SOCIETE NATIONALE DES POUDRES ET EXPLOSIFSF-75181 PARIS CÉDEX 04

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Inventor(s)

Inventor Name Address # of filed Patents Total Citations
Caubere, Paul Nancy, FR 17 35
Fort, Yves Vandoeuvre les Nancy, FR 14 33
Gautier, Jean-Claude Abion sur Seine, FR 24 125
Mondet, Jean-Claude Vert le Petit, FR 4 16

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