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US 2014/0235866 A1Published application
Process to Obtain a Trifluoromethylating Composition
AssigneeFundacio Privada Institut Catala D'Investigacio Quimica
InventorsVladimir Grushin, Alessandro Zanardi
Life of this patent
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Abstract
Process to obtain a trifluoromethylating composition which comprises the reaction between a copper (I) source and a base in the presence of a solvent and between the resulting cuprating reagent with fluoroform.
Claims27
A process to obtain a trifluoromethylating composition which comprises:
- (i) contacting a copper (I) source and a base in the presence of a solvent;
- and
- (ii) reacting the cuprating reagent obtained in (i) and fluoroform.
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10-14. (canceled)
18-19. (canceled)
21-25. (canceled)
A cuprating reagent of formula I and polymers or oligomers thereof:
- Cu is in the oxidation state of +1;
- M is lithium, sodium, potassium, rubidium, cesium, calcium, barium or magnesium;
- S is N,N-dimethylformamide (DMF), 1,3-dimethyl-2-imidazolidinone (DMI), N,N-dimethylacetamide (DMAC), 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU), N-methylpyrrolidone (NMP), dimethylsulfoxide (DMSO), tetramethylurea (TMU), and hexamethylphosphoramide (HMPA);
- R1 is C1-C20 alkyl or C5-C7 aryl, wherein C1-C20 alkyl is optionally substituted with one or more C5-C7 aryl, C1-C20 alkoxy or C5-C7 aryloxy and wherein C5-C7 aryl is optionally substituted with one or more C1-C20 alkyl, C1-C20 alkoxy, C5-C7 aryl and C5-C7 aryloxy;
- X is chloride, bromide or iodide;
- l is an integer from 1 to 20;
- m is an integer from 0 to 20;
- n is an integer from 1 to 20;
- p is an integer from 2 to 40;
- q is an integer from 0 to 10;
- with the proviso that:
- p is larger than n;
- and
- the sum of l and n is equal to the sum of p and q when M is selected from lithium, sodium, potassium, rubidium and cesium;
- or,
- the sum of n and twice the value of l is equal to the sum of p and q when M is selected from calcium, magnesium and barium;
- and
- with the proviso that the compound of formula I is not LiCu(OCH3)2, Li4Cu4(OC(CH3)3)8, Ba2Cu4(OC(C2H5)3)8, BaCu6(OC(C2H5)3)8, BaCu2(OC(CH3)3)4 or polymers or oligomers thereof, NaCu(OC(CH3)O2, and Na4Cu4(OC(C2H5)3)8 or polymers or oligomers thereof.
15 more elements
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29-30. (canceled)
Dependencies are inferred from the claim text.