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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-bromo-2-(trifluoromethyl)-HCID 9806—
ReactantSodium CarbonateHCID 10340—
ReactantBoronic AcidHCID 61668—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product2'-TrifluoroMethyl-Biphenyl-4-CarbaldehydeHCID 1392653177.3%

Reaction Conditions

Temperature100 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181182B2
Source datasetuspto-grants-2015_11
ORD IDord-a1805e8461f74940b8b4b33c7b301d64
Source noteuspto-grants-2015_11