Process of preparing organophosphorus compounds by phase transfer catalysis
AssigneeOccidental Research Corporation
InventorKenneth M. Kem
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AssigneeOccidental Research Corporation
InventorKenneth M. Kem
Estimating the term…
Novel organic tertiary phoshine oxides and organic phoshonic acid esters, for example, bidentate organophosphorus actinide extractants, such as the carbamoylmethylphosphonates (CMP's) can be prepared (for example, in 90% or better yield and purity) by a process involving phase transfer catalysis, under conditions where degradive hydrolysis of the products or reactants is substantially avoided. For example, carbamoylmethylphosphonates can be prepared by reaction of the corresponding secondary phosphites with 2-substituted acetamides (wherever the substituent is a good leaving group, e.g. chlorine) in a two-phase system containing a high concentration of an aqueous base (preferably sodium hydroxide) and a suitable phase transfer catalyst, e.g., tetralkylammonium chlorides. Similarly, secondary phosphine oxides can be converted to novel tertiary carbamoylmethylphoshine oxides which are useful as extractants for transplutonium elements.
Process for preparing an organophosphorus compound of the formula (I):
Process for preparing carbamoylmethylphosphonates comprising:
A process for preparing an organophosphorus compound of the formula (Ia) ##STR28## said process comprising (a) reacting an organophosphorus compound of the formula (IIa) with a 2-substituted alkanoic amide of the formula (IIIa), ##STR29## wherein said reacting is conducted at a temperature in the range of about -20.degree. C. to about 40.degree. C. in a liquid-liquid two-phase system comprising a phase transfer catalyst in methylene chloride and an aqueous solution substantially saturated with respect to sodium hydroxide, said reacting being continued for sufficient time for said compound of formula (IIa) to substantially completely react with said 2-substituted alkanoic acid amide of formula (IIIa) to produce a reaction mixture containing said organophosphorus compound of formula (Ia) and for insufficient time for said organophosphorus compound of formula (Ia) to be appreciably degraded, as by hydrolysis said time being determined by analysis of the reaction mixture for said organophosphorus compound of formula (Ia) and degraded products of said organophosphorus compound of formula (Ia);
Dependencies are inferred from the claim text.