HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 382241Generated: November 2, 2026
Benzene, 1-bromo-4-(trifluoromethyl)- → 3,5-Difluoro-4-methyl-6-(4-trifluoromethylphenyl)-2-(3-trifluoromethylphenoxy)pyridine
https://huagongshe.com/reaction/382241
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzene, 1-bromo-4-(trifluoromethyl)- | HCID 67872 | — |
| Reactant | 4-Methyl-2,3,5-trifluoro-6-(3-trifluoromethylphenoxy)pyridine | HCID 11301246 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 3,5-Difluoro-4-methyl-6-(4-trifluoromethylphenyl)-2-(3-trifluoromethylphenoxy)pyridine | HCID 18752366 | — |
Reaction Steps
Butyl lithium (2.6 ml, 6.6 mmol, 2.5 M solution in hexane) is added to a solution of 1-bromo-4-trifluoromethyl benzene (0.84 ml, 6 mmol) in anhydrous diethyl ether (5 ml) at −30° C. The mixture is stirred for 60 min at −20° C. and for 60 min at 10° C. The solution is allowed to warm to ambient temperature. This solution is then added to a mixture of 4-methyl-2,3,5-trifluoro-6-(3-trifluoromethylphenoxy)pyridine 2A (1.5 g, 5 mmol) in anhydrous diethyl ether (100 ml) at −50° C. during 2.5 hours. The mixture is further stirred for 7 hours at −50° C. and washed with saturated aqueous ammonium chloride and water. After drying and evaporation of the organic layer, the residue is purified by vacuum destillation. One obtains colorless crystals (0.37 g, 0.85 mmol, bp. 130° C. at 0.01-0.02 mbar) of mp. 87° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06310006B1 |
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| Source dataset | uspto-grants-2001_10 |
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| ORD ID | ord-aa58d48327024eb38f9dfaf2ba6ce417 |
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| Source note | uspto-grants-2001_10 |
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