- New syntheses of 1-chloroalkylphosphinates
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Different approaches to the synthesis of 1-chloroalkylphosphinates are described. Initially, we tried to extend a reaction described by Kabachnik for the preparation of chloromethylphosphinic acid chlorides [R1(Cl)P(O)CH2Cl] to C-substituted derivatives. We also considered the possibility of synthesizing the title compounds by routes already described for the formation of diethyl 1-chloroalkylphosphonates. Although these methods have allowed us to obtain several of the desired phosphinates, they suffer from limitations that restrict their synthetic applications. Finally, we have developed a more general approach that allows the formation of a wide range of phosphinates. It involves a selective P-C bond formation by reaction of MeMgCl and PhMgCl with phosphonochloridates, which are prepared by P-chlorination of 1-chloroalkylphosphonates.
- Morise, Xavier,Savignac, Philippe,Denis, Jean-Marc
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p. 2179 - 2185
(2007/10/03)
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- Production of halogenomethylphosphinic acid halides
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The invention relates to a process for making halogenomethylphosphinic acid halides of the general formula: in which R stands for an alkyl, halogenoalkyl, aralkyl, halogenoaralkyl, aryl or halogenoaryl group with up to 18 carbon atoms and X stands for a halogen atom. The compounds are made by reacting an organyldihalogenophosphane of the general formula: STR1 in which R and X have the meanings given above, with trioxane in the presence of a Lewis acid or protonic acid as a catalyst, the reaction being effected at temperatures of 80° to 250° C.
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