Stable lithium diisopropylamide and method of preparation
AssigneeLithium Corporation of America
InventorsRobert C. Morrison, Randy W. Hall, Terry L. Rathman
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Abstract
The present invention provides a nonpyrophoric and thermally stable form of lithium diisopropylamide which is useful as a reagent in the preparation of pharmaceuticals and specialty chemicals. The preferred composition includes lithium diisopropylamide, a limited amount of tetrahydrofuran in an amount not exceeding one mole per mole of lithium diisopropylamide, and at least one C.sub.2 to C.sub.18 amine.
Claims22
A stable, nonpyrophoric form of lithium diisopropylamide, comprising lithium diisopropylamide in the presence of tetrahydrofuran in an amount not exceeding about 1 mole of tetrahydrofuran per mole of lithium diisopropylamide.
A stable, soluble nonpyrophoric form of lithium diisopropylamide comprising a 1 to 3 molar solution of lithium diisopropylamide in a mixture of tetrahydrofuran, at least one amine selected from the group consisting of diisopropylamine and triethylamine, and an inert liquid hydrocarbon cosolvent, the tetrahydrofuran being present in an amount not exceeding about 1 mole of tetrahydrofuran per mole of lithium diisopropylamide.
A stable, soluble nonpyrophoric form of lithium diisopropylamide comprising a 1 to 3 molar solution of lithium diisopropylamide in a mixture of tetrahydrofuran, diisopropylamine and an inert liquid hydrocarbon cosolvent, the amount of said tetrahydrofuran being from 0.8 to 1 mole of tetrahydrofuran per mole of lithium diisopropylamide, and said diisopropylamine being present at a concentration of about 4 to 100 mole percent.
A method of preparing a stable, nonpyrophoric lithium diisopropylamide composition comprising
- providing a mixture of lithium metal in diisopropylamine;
- and
- slowly adding to the mixture a feed solution containing an electron carrier while maintaining the mixture at a temperature of 30 to 45 degrees C. to thereby react the lithium metal and diisopropylamine and produce lithium diisopropylamide;
- and wherein said feed solution includes from 1 to 2 moles of tetrahydrofuran per mole of electron carrier.
A method of preparing a stable, nonpyrophoric solution of lithium diisopropylamide comprising
- providing a mixture of lithium metal in a solution of diisopropylamine, an inert liquid hydrocarbon solvent, and up to about one mole of tetrahydrofuran per mole of electron carrier;
- slowly adding to said mixture a feed solution comprising an electron carrier selected from the group consisting of styrene and isoprene, and tetrahydrofuran, the amount of tetrahydrofuran not exceeding about one mole per mole of electron carrier, and wherein the total tetrahydrofuran in said mixture and in said feed solution is from one to two moles per mole of electron carrier;
- and
- cooling the reaction mixture as the feed solution is added to maintain the temperature of the reaction mixture at from 30 to 45 degrees C. to thereby react the lithium metal and diisopropylamide and produce a solution of lithium diisopropylamide.
A method of preparing a stable, nonpyrophoric solution of lithium diisopropylamide comprising
- providing a mixture of lithium metal in an etherless solution comprising diisopropylamine and an inert liquid hydrocarbon cosolvent;
- slowly adding to the mixture an electron carrier selected from the group consisting of styrene and isoprene while maintaining the reaction at a temperature of 30 to 45 degrees C. to thereby react the lithium metal and diisopropylamine and produce a viscous, relatively insoluble mass containing lithium diisopropylamide;
- and
- adding to the viscous, insoluble mass tetrahydrofuran in an amount not exceeding one mole per mole of lithium diisopropylamide to thereby solubilize the lithium diisopropylamide.
A stable, nonpyrophoric form of lithium diisopropylamide, comprising lithium diisopropylamide in solution in the presence of tetrahydrofuran, wherein the mole ratio of tetrahydrofuran to lithium diisopropylamide is from 0.5:1 to 1.1.
Dependencies are inferred from the claim text.