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US 7,247,733 B2Granted
Process for preparing nuclear-fluorinated aromatics
AssigneeLANXESS Deutschland GmbH
InventorsMarielouise Henrich, Albrecht Marhold, Alexander Kolomeitsev, Gerd Röschenthaler
Life of this patent
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Abstract
The present invention relates to the preparation of nuclear-fluorinated aromatics by reacting, with a fluoride at 40 to 260° C., an aromatic compound substituted at the nucleus with halogen that is exchangeable for fluorine in the presence of at least one compound of the formula (I) where A, B, and An⊖ have the meanings specified in the disclosure.
Claims10
A process for preparing nuclear-fluorinated aromatics comprising reacting, at 40 to 260° C.,
- (1) an aromatic compound substituted at the nucleus with halogen that is exchangeable for fluorine,
- with
- (2) a fluoride,
- in the presence of
- (3) at least one compound of the formula (I),
- where
- A is a radical of the formula (II) or (III)
- and
- B independently of A is a radical of the formula (II), (III), (IV), or (IVa)
- where the individual R1 are identical or different and are each unbranched or branched C1-C10 alkyl, unbranched or branched C2-C10 alkylene, or C6-C12 aryl,
- where one or more NR1R1 groups can also be a 3- to 7-membered saturated or unsaturated ring that is formed from a nitrogen atom, the remainder of the ring atoms being carbon atoms, and
- where the radical of the formula (II) and the
- group in formula (IV) can also be the radical of a saturated or unsaturated 4- to 8-membered ring that contains two nitrogen atoms, the remainder of the ring atoms being carbon atoms,
- X is nitrogen or phosphorus, and
- An⊖ is one equivalent of an anion.
12 more elements
A process for preparing a compound of the formula (I)
- where
- A is a radical of the formula (II) or (III)
- and
- B independently of A is a radical of the formula (II), (III), (IV), or (IVa)
- where the individual R1 are identical or different and are each unbranched or branched C1-C10 alkyl, unbranched or branched C2-C10 alkylene, or C6-C12 aryl,
- where one or more NR1 R1 groups can also be a 3- to 7-membered saturated or unsaturated ring that is formed from a nitrogen atom, the remainder of the ring atoms being carbon atoms, and
- where the radical of the formula (II) and the
- group in formula (IV) can also be the radical of a saturated or unsaturated 4- to 8-membered ring that contains two nitrogen atoms, the remainder of the ring atoms being carbon atoms,
- X is nitrogen or phosphorus, and
- An⊖ is one equivalent of an anion,
- comprising
- (a) reacting
- (i) a compound of the formula
- [A-An′]⊕ An⊖ (XII),
- where
- A has the meaning specified for formula (I) or corresponds to the formula (IVa),
- An′ is chlorine or bromine and
- An63 is one equivalent of an anion,
- with
- (ii) a compound of the formula (XIII)
- HN=A′ (XIII),
- where
- A′ with respect to the arrangement of the atoms has the meaning specified for A of formula (I) but is double-bonded, and
- (b) adding a base.
21 more elements
Dependencies are inferred from the claim text.