HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 737094Generated: October 27, 2026
Toluene → 3-Phenyl-1-(2'-trifluoromethyl-biphenyl-4-ylmethyl)-piperidine
https://huagongshe.com/reaction/737094
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-(Trifluoromethyl)benzeneboronic acid | HCID 2734387 | — |
| Reactant | 1-(4-Bromo-benzyl)-3-phenyl-piperidine | HCID 57849571 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-Phenyl-1-(2'-trifluoromethyl-biphenyl-4-ylmethyl)-piperidine | HCID 23585153 | 100% |
Reaction Steps
100 mg of 1-(4-Bromo-benzyl)-3-phenyl-piperidine was combined with 862 mg of 2-(Trifluoromethyl)phenyl boronic acid, 35 mg of tetrakis(triphenylphosphine)palladium(0), 1.015 mL of 2M sodium carbonate solution, 2.7 mL toluene and 1.4 mL ethanol. The reaction mixture was heated in a sealed tube at 120° C. overnight in an oil bath. The reaction mixture was filtered through Celite and concentrated in vacuo. The residue was purified by reverse phase HPLC. ES MS (+) m/z 396, 100% yield
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07595397B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-527e515d03b640fea44c6f1f08e9e9f7 |
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| Source note | uspto-grants-2009_09 |
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