Patent ID: 6255544
Filing Date: 2001-07-03
Classification: C07C

Abstract:
A liquid phase process for producing halogenated alkane adducts of the formula CAR.sup.1 R.sup.2 CBR.sup.3 R.sup.4 whereinR.sup.1, R.sup.2, R.sup.3, and R.sup.4 are each independently selected from the group consisting of H, Br, Cl, F, C.sub.1 -C.sub.6 alkyl, CN, CO.sub.2 CH.sub.3, CH.sub.2 Cl, and aryl, provided that when either R.sup.3 or R.sup.4 is selected from the group consisting of C.sub.3 -C.sub.6 alkyl, CN, CO.sub.2 CH.sub.3, CH.sub.2 Cl, and aryl, then R.sup.1, R.sup.2, and the other of R.sup.3 and R.sup.4 are H, and when R.sup.3 and R.sup.4 are selected from the group consisting of Cl, F, CH.sub.3 and C.sub.2 H.sub.5, then R.sup.1 and R.sup.2 are H, and when either R.sup.1 or R.sup.2 and either R.sup.3 or R.sup.4 are selected from the group consisting of Cl, F, CH.sub.3 and C.sub.2 H.sub.5, then the other of R.sup.1 and R.sup.2 and the other of R.sup.3 and R.sup.4 are H;A is selected from the group consisting of CX.sub.3, CH.sub.3-a X.sub.a, C.sub.n H.sub.(2n+1)-b X.sub.b and CH.sub.c X.sub.2-c R where R is C.sub.n H.sub.(2n+1)-b X.sub.b, each X is independently selected from the group consisting of Br, F, Cl and I, a is an integer from 0 to 3, n is an integer from 1 to 6, b is an integer from 1 to 2n+1, and c is an integer from 0 to 1;and B is selected from the group consisting of Br, Cl and I; provided that (1) when A is CX.sub.3 then only one of X is I, (2) when A is CH.sub.3-a X.sub.a, then each X is B, and a is 2 when B is Br or Cl, and a is an integer from 0 to 2 when B is I, and (3) when A is C.sub.n H.sub.(2n+1)-b X.sub.b, then each X is independently selected from Cl and F, and B is I, comprising:reacting a halogenated alkane of the formula AB with an olefin of the formula CR.sup.1 R.sup.2.dbd.CR.sup.3 R.sup.4 in dinitrile or cyclic carbonate ester solvent which divides the reaction mixture into two liquid phases and in the presence of a catalyst system containing (i) at least one catalyst comprising monovalent copper; and (ii) at least one ionic promoter selected from the group consisting of substituted ammonium halides, pyridinium and substituted pyridinium halides, and quaternary salts of the type (MQ.sub.4)Y where M is an element of Group VA of the Periodic Table, Q is a C.sub.1 -C.sub.18 hydrocarbyl group, and Y is Cl, Br or I.