HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1412213Generated: October 26, 2026
Toluene → 4'-Formyl-3'-(trifluoromethyl)biphenyl-2-carbonitrile
https://huagongshe.com/reaction/1412213
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Bromo-2-(trifluoromethyl)benzaldehyde | HCID 12187218 | — |
| Reactant | 2-Cyano-phenylboric acid | HCID 21708089 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4'-Formyl-3'-(trifluoromethyl)biphenyl-2-carbonitrile | HCID 86644026 | 32.7% |
Reaction Steps
A mixture of 4-bromo-2-(trifluoromethyl)benzaldehyde (9 g), 2-cyano-phenylboric acid (9.5 g), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (2.9 g), tetrabutylammonium bromide (1.15 g), 2M aqueous sodium carbonate solution (30 mL) and toluene (100 mL) was stirred at 100° C. overnight under an argon atmosphere. The reaction mixture was diluted with ethyl acetate, washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (3.2 g, 32%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921379B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-26310f9301ae4a569e6905cd403d66ad |
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| Source note | uspto-grants-2014_12 |
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