Method for preparing triogranophosphines

Claim 1

A method for preparing a triorganophosphine, said method comprising the steps of (1) adding to a reaction zone maintained under an inert atmosphere an organomagnesium halide of the formula RMgX and a phosphorus trihalide PX 3 such that three moles of the organomagnesium halide are added separately and concurrently with each mole of the phosphorus trihalide, wherein said reaction zone also contains either a linear ether of the formula R 1 OR 2 or R 3 (OR 4 ) n OR 3 or a cyclic ether of the general formula ##STR3## wherein R represents an alkyl group containing between 1 and 16 carbon atoms, a cycloalkyl, aryl, alkaryl or aralkyl group such that the alkyl portion of said alkaryl or aralkyl group contains between 1 and 16 carbon atoms, R 1 and R 2 each contain between 1 and 6 carbon atoms and are individually selected from the group consisting of alkyl, cycloalkyl and phenyl with the proviso that R 1 and R 2 cannot both be methyl, cycloalkyl or phenyl, R 3 is alkyl and contains 2, 3 or 4 carbon atoms, R 4 is alkylene and contains 2, 3 or 4 carbon atoms, R' is methylene, ethylene or ═CHR"', wherein R"' is alkyl and contains between 1 and 16 carbon atoms, R" is unsubstituted alkylene such that R' and R" together contain 3 or 4 cyclic carbon atoms, and together with the oxygen atom and Y group form a ring containing 5 or 6 atoms, n is between 1 and 4, inclusive, X is chlorine, bromine or iodine and Y is a methylene or an N-alkyl group containing between 1 and 16 carbon atoms, with the proviso that when Y represents an N-alkyl group, the Y group and the oxygen atom are separated by 2 atoms and said ring contains 6 atoms, (2) maintaining said reaction zone at a temperature of between ambient and the boiling point of the reaction mixture throughout the addition of the organomagnesium halide and phosphorus trihalide, (3) adjusting the pH of the reaction mixture to less than 7 by the addition of an aqueous solution containing a non-oxidizing mineral or carboxylic acid, (4) removing the aqueous layer of the reaction mixture, and (5) removing at least a portion of the solvent from the organic layer of the reaction mixture to isolate the resultant triorganophosphine, R 3 P.

Claim 2

A method for preparing a triorganophosphine, said method comprising the steps of (1) adding to a reaction zone maintained under an inert atmosphere an organomagnesium halide of the formula RMgX and a phosphorus trihalide PX 3 such that three moles of the organomagnesium halide are added separately and concurrently with each mole of the phosphorus trihalide, wherein said reaction zone also contains either a linear ether of the formula R 1 OR 2 or R 3 (OR 4 ) n OR 3 or a cyclic ether of the general formula ##STR3## wherein R represents an alkyl group containing between 1 and 16 carbon atoms, a cycloalkyl, aryl, alkaryl or aralkyl group such that the alkyl portion of said alkaryl or aralkyl group contains between 1 and 16 carbon atoms, R 1 and R 2 each contain between 1 and 6 carbon atoms and are individually selected from the group consisting of alkyl, cycloalkyl and phenyl with the proviso that R 1 and R 2 cannot both be methyl, cycloalkyl or phenyl, R 3 is alkyl and contains 2, 3 or 4 carbon atoms, R 4 is alkylene and contains 2, 3 or 4 carbon atoms, R' is methylene, ethylene or ═CHR"', wherein R"' is alkyl and contains between 1 and 16 carbon atoms, R" is unsubstituted alkylene such that R' and R" together contain 3 or 4 cyclic carbon atoms, and together with the oxygen atom and Y group form a ring containing 5 or 6 atoms, n is between 1 and 4, inclusive, X is chlorine, bromine or iodine and Y is a methylene or an N-alkyl group containing between 1 and 16 carbon atoms, with the proviso that when Y represents an N-alkyl group, the Y group and the oxygen atom are separated by 2 atoms and said ring contains 6 atoms, (2) maintaining said reaction zone at a temperature of between ambient and the boiling point of the reaction mixture throughout the addition of the organomagnesium halide and phosphorus trihalide, (3) adjusting the pH of the reaction mixture to less than 7 by the addition of an aqueous solution containing a non-oxidizing mineral or carboxylic acid, (4) removing the aqueous layer of the reaction mixture, and (5) removing at least a portion of the solvent from the organic layer of the reaction mixture to isolate the resultant triorganophosphine, R 3 P.