HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710375Generated: October 26, 2026
Benzene, 1-bromo-2-(trifluoromethyl)- → 2'-TrifluoroMethyl-Biphenyl-4-Carbaldehyde
https://huagongshe.com/reaction/710375
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzene, 1-bromo-2-(trifluoromethyl)- | HCID 9806 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Boronic Acid | HCID 61668 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2'-TrifluoroMethyl-Biphenyl-4-Carbaldehyde | HCID 1392653 | 177.3% |
Reaction Steps
To a stirred solution of 2-trifluoromethyl-bromobenzene (0.7 g, 2.75 mmol) and 4-carbaldehyde boronic acid (0.5 g, 3.3 mmol) in dioxane (20 mL) under nitrogen at 80° C. was added Pd(PPh3)4 (0.05 g) followed by the addition of a solution of Na2CO3 (0.7 g) in H2O (5 m). The mixture was stirred at 100° C. for 6 h. The solvent was evaporated and the residue was diluted to 50 ml with EtOAc and washed with H2O. The solvent was evaporated to dryness and the residue was purified by FCC (SiO2) to give the title compound (0.61 g; 88%), as creamy solid. 1H-NMR (CDCl3) 7.49 (d, 1H, J=7.41 Hz); 7.48 (d, 2H, J=8.13 Hz); 7.61-7.53 (m, 2H); 7.76 (d, 1H, J=7.8 Hz); 7.91 (d, 2H, J=8.34 Hz); 10.07 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181182B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-a1805e8461f74940b8b4b33c7b301d64 |
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| Source note | uspto-grants-2015_11 |
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