HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475757Generated: October 25, 2026
Potassium Fluoride → 6-Methyl-3'-trifluoromethyl-biphenyl-3-carboxylic Acid Methyl Ester
https://huagongshe.com/reaction/1475757
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 3-(Trifluoromethyl)phenylboronic acid | HCID 2734388 | — |
| Reactant | Tri-tert-butylphosphine tetrafluoroborate | HCID 2734635 | — |
| Reactant | Methyl 3-bromo-4-methylbenzoate | HCID 7015747 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6-Methyl-3'-trifluoromethyl-biphenyl-3-carboxylic Acid Methyl Ester | HCID 67169724 | 83.2% |
Reaction Steps
3-trifluoromethylphenylboronic acid (278 mg, 1.46 mmol), tris(dibenzylideneacetone)-dipalladium(0) (61 mg, 0.066 mmol), potassium fluoride (255 mg, 4.38 mmol) and tri-tert-butylphosphonium tetrafluoroborate (46 mg, 0.159 mmol) in a flask were thoroughly flushed with argon. 3-bromo-4-methylbenzoic acid methyl ester (304 mg, 1.32 mmol) was added as solution in dioxane (5 ml). the mixture was stirred at 70° C. for 3 h, filtered over silica and evaporated to dryness. The raw material was purified by silica gel chromatography with a hetane/ethyl acetate gradient to yield the title compound (323 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09018383B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-e5946d34e5264b10bd644510e6c7c729 |
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| Source note | uspto-grants-2015_04 |
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