Manufacture of substituted phenyl phosphates involving use...

Details Manufacture of substituted phenyl phosphates involving use... Manufacture of substituted phenyl phosphates involving use...

C - Chemistry, Metallurgy

07

F

260/457.5

C07F 9/08 (2006.01) C07F 9/12 (2006.01) C07F 9/18 (2006.01) C07F 9/28 (2006.01) C07F 9/40 (2006.01)

Patent

CA 1099278

MANUFACTURE OF SUBSTITUTED PHENYL PHOSPHATES INVOLVING USE OF PHASE TRANSFER CATALYSTS Abstract of the Disclosure Substituted phenyl phosphates, phosphonates, phosphinates, and thiono and thiolo derivatives thereof having the formula Image in which R is a member selected from the group con- sisting of alkyl and alkoxy, R1 is a member selected from the group con- sisting of alkyl, alkoxy, aryl, aralkyl, amino, and alkyl-substituted amino; X is oxygen or sulfur; Z is oxygen or sulfur; W is a member selected from the group con- sisting of alkyl, alkoxy, alkylthio, nitro, halogen, and alkanoyl; and n is an integer from 0 to 3; are manufactured by a process which comprises reacting a phosphoryl halide of the formula Image in which Y is chlorine or bromine; with an alkali metal or alkaline earth metal salt of a compound having the formula Image in the presence of a catalytic amount of a phase transfer catalyst selected from the group consisting of macrocyclic polyethers and quaternary salts having the formula (R2R3R4R5M)+Q- in which R2, R3, R4 3 and R5 taken individually are independently selected from the group consisting of alkyl, alkenyl, aryl, alkaryl, aralkyl, and cycloalkyl; or any two are joined to constitute a hexagonal or pentagonal heterocyclic moiety containing the M atom plus at most one non-adjacent nitrogen, oxygen, or sulfur atom; M is a member selected from the group con- sisting of nitrogen, phosphorus, and arsenic; and Q is an anion selected from the group con- sisting of halide, hydroxyl, bisulfate, perchlorate, nitrate, acetate, tosylate, benzoate, and carbonate ions.

291068

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