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US 9,340,884 B2Granted
Process for the electrochemical fluorination of organic compounds
AssigneeBASF SE
InventorsNicola Christiane Aust, Itamar Michael Malkowsky
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Abstract
The present invention relates to a process for the electrochemical fluorination of an organic compound, wherein a reaction solution comprising the organic compound and a fluorinating agent is subjected to electric current in an electrochemical fluorination cell.
Claims12
A process of electrochemically fluorinating an organic compound, the process comprising:
- electrolyzing a liquid reaction medium in a electrochemical cell,
- wherein the liquid reaction medium comprises an organic compound comprising a hydrogen atom bound to a carbon atom;
- the electrochemical cell comprises a cathode and an anode;
- the liquid reaction medium further comprises a fluorinating agent selected from complexes of HF with amine bases;
- the electrolyzing replaces the hydrogen atom of the organic compound with a fluorine atom;
- and
- the anode comprises a gas diffusion layer,
- wherein the gas diffusion layer comprises a fibre layer or substrate, and a microporous layer consisting of carbon particles attached to each other, and wherein the organic compound is a compound of formula (I):
- wherein
- X is O, N—R3 or CR4R5,
- R1 is C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, formyl, C1-C6-alkylcarbonyl, or C1-C6-alkyloxycarbonyl, or, if X is a CR4R5 group, R1 is optionally C1-C6-alkoxy, or if X is N—R3 or CR4R5, R1 is optionally C1-C6-alkylcarbonyloxy,
- R2 is hydrogen, C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, C6-C10-aryl-C1-C6-alkyl, C3-C12-cycloalkyl, or C6-C10-aryl,
- R3 is hydrogen, C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, formyl, C1-C6 alkylcarbonyl, or C1-C6-alkyloxycarbonyl,
- R4 and R5 are each independently hydrogen, C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, or C1-C6-alkoxy,
- R1 and R2 and the X—(C═O)—O group to which they are bound optionally form a 5- to 7-membered heterocyclic ring optionally comprising O, S, NRa or C═O, wherein Ra is hydrogen, alkyl, cycloalkyl, or aryl, and
- if X is a CR4R5 group, R1 and R4 and the carbon atom to which they are bound optionally form a carbocyclic ring of from 3 to 7 members.
13 more elements
Dependencies are inferred from the claim text.