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US 6,492,539 B1Granted
Preparation of preparing substituted indanones
AssigneeBasell Polypropylen GmbH
InventorsCarsten Bingel, Markus Goeres, Volker Fraaije, Andreas Winter
Life of this patent
Estimating the term…
Abstract
a process for the preparation of indanones of the formula II from, indanones of the formula I or of indanones of the formula IIa from indanones of the formula Ia comprises reacting an indanone of the formula I or Ia with a coupling component.
Claims15
A process for the preparation of indanones of the formula II from indanones formula I or of indanones of the formula IIa from indanones of the formula Ia
- which comprises reacting an indanone of the formula I or Ia with a coupling component, where, in the formulae I, Ia, II and IIa,
- R1 is a C1-C40-group which is bound via a carbon atom and may bear one or more identical or different heteroatom-containing radicals as substituents,
- or R1 is an OR2, SR2, NR22, PR22, SiR23 or OSiR23 group, where R2 are identical or different and are each a C1-C20-hydrocarbon group which may each bear one or more identical or different halogen, OH, OR2, SR2, NR22—, PR22—, —SiR23 or —OSiR23 substituents or two radicals R2 may be joined to form a ring system,
- or R1 is a C1-C20-heterocyclic group which is bound via a carbon atom and may in turn bear C1-C20-radicals or heteroatoms as substituents,
- X is a leaving group,
- R3 is a C1-C40-hydrocarbon group which is bound via a carbon atom and may bear one or more identical or different heteroatom-containing radicals as substituents,
- or R3 is a halogen atom or an NR22, PR22, B(OR2)2, SiR23 or SnR23 group, where R2 are identical or different and are each a C1-C20-hydrocarbon group, which may each bear one or more identical or different halogen, OH, OR2, SR2, NR22—, PR22—, —SiR23 or —OSiR23 substituents, or two radicals R2 may be joined to form a ring system,
- or R3 is a C1-C20-heterocyclic group which is bound via a carbon atom and may in turn bear C1-C20-radicals or heteroatoms as substituents,
- Y1, Y2 and Y3 are identical or different and are each a hydrogen atom or are as defined for X or R3, and
- Y4, Y5 and Y6 are identical or different and are each a hydrogen atom or are as defined for R3.
7 more elements
An indanone of the formula III,
- where
- X' is chlorine, bromine, iodine, triflate or mesylate
- R1 is a linear, branched or cyclic C1—C8—alkyl group
- Y9 and Y7 are hydrogen atoms and
- Y8 is a hydrogen atom or as defined for X'.
2 more elements
An indanone of the formula IV,
- where
- R1′ is a linear, branched or cyclic C1—C20—alkyl group,
- R3′ is a C6—C14—aryl group or a C7—C15—alkylaryl group,
- Y10 or Y12 are hydrogen atoms and
- Y11 or Y11 is a C6—C14—aryl or a C7—C10—alkylaryl group.
2 more elements
A metallocene compound of the formula VI
- where R1 is a linear, branched or cyclic C1-C8-alkyl group which may bear one or more identical or different fluorine or chlorine substituents, a phenyl group which may bear one or more identical or different fluorine or chlorine substituents, a C7-C12-alkylaryl or arylalkyl group, where the alkyl part may bear one or more identical or different fluorine or chlorine substituents and the aryl part may bear one or more identical or different fluorine or chlorine substituents, a C2-C8-alkenyl group or a C2-C8-alkynyl group, a C8-C12-arylalkenyl group which may bear one or more identical or different fluorine or chlorine substituents, or R1 is an OR2, SiR23 or —OSiR23 group, where R2 are identical or different and are each a C1-C4-alkyl group or phenyl group or R1 is a C1-C16-heterocyclic group, where the heteroatoms are oxygen, nitrogen, sulfur or silicon and the group may in turn bear C1-C10-radicals or heteroatoms as substituents,
- M is titanium, zirconium or hafnium,
- R9 and R10 are identical or different and are each a hydrogen atom, hydroxy or a halogen atom or a C1-C40-group such as C1-C10-alkyl, C1-C10-alkoxy, C6-C10-aryl, C6-C10-aryloxy, C2-C10-alkenyl, C7-C40-arylalkyl, C7-C40-alkylaryl, C8-C40-arylalkenyl, preferably hydrogen, C1-C3-alkyl, in particular methyl, C1-C3-alkoxy, C6-aryl, C6-aryloxy, C2-C10-alkenyl, C7-C10-arylalkyl, C7-C10-alkylaryl, C8-C10-arylalkenyl or a halogen atom,
- x is zero or 1,
- R3 is 4-(C4-C8-alkyl)phenyl, where the 4-(C4-C8-alkyl) group is a branched C4-C8-alkyl group,
- Y4 and Y6 are each a hydrogen atom and Y5 is a hydrogen atom or R3,
- R11 is a bridging group of the formula
- where M2 is carbon, silicon, germanium or tin,
- p is 1, 2 or 3,
- R12 and R13 are identical or different and are each a hydrogen atom, a halogen atom or C1-C20-alkyl, C6-C14-aryl, C1-C10-alkoxy, C2-C10-alkenyl, C7-C20-arylalkyl, C7-C20-alkylaryl, C6-C10-aryloxy, C1-C10-fluoroalkyl, C6-C10-haloaryl or C2-C10-alkynyl or
- R12 and R13 together with the atom connecting them form a ring.
8 more elements
An indene of the formula (V) or (Va)
- where R1 is a linear, branched or cyclic C1-C8-alkyl group which may bear one or more identical or different fluorine or chlorine substituents, a phenyl group which may bear one or more identical or different fluorine or chlorine substituents, a C7-C12-alkylaryl or arylalkyl group, where the alkyl part may bear one or more identical or different fluorine or chlorine substituents and the aryl part may bear one or more identical or different fluorine or chlorine substituents, a C2-C8-alkenyl group or a C2-C8-alkynyl group, a C8-C12-arylalkenyl group which may bear one or more identical or different fluorine or chlorine substituents, or R1 is an OR2, SiR23 or —OSiR23 group, where R2 are identical or different and are each a C1-C4-alkyl group or phenyl group or R1 is a C1-C16-heterocyclic group, where the heteroatoms are oxygen, nitrogen, sulfur or silicon and the group may in turn bear C1-C10-radicals or heteroatoms as substituents, titanium, zirconium, hafnium,
- R3 is 4-(C4-C8-alkyl)phenyl, where the 4-(C4-C8-alkyl) group is a branched C4-C8-alkyl group,
- Y4 and Y6 are each a hydrogen atom and
- Y5 is a hydrogen atom or R3.
1 more element
Dependencies are inferred from the claim text.