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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474728Generated: October 29, 2026

4-Hydroxybenzaldehyde → 4-{[5-(Trifluoromethyl)pyridin-2-yl]oxy}benzaldehyde

https://huagongshe.com/reaction/474728

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-5-(trifluoromethyl)pyridineHCID 2736434—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-{[5-(Trifluoromethyl)pyridin-2-yl]oxy}benzaldehydeHCID 2698570084.1%

Reaction Steps

4-hydroxybenzaldehyde (4.094 mmol, 1 eq), 2-bromo-5-(trifluoromethyl)pyridine (4.094 mmol, 1 eq) and potassium carbonate (6.142 mmol, 1.5 eq) were suspended in N,N-dimethylformamide (15 ml). The reaction mixture was irradiated by microwave Biotage Initiator at 130° C. for 30 min. Reaction mixture was diluted with EtOAc (15 ml) and extraction with water followed (3×15 ml). Organic layers were combined, washed with brine, dried over MgSO4, filtered and evaporated giving 4-(5-trifluoromethyl-pyridin-2-yloxy)-benzaldehyde (3.443 mmol, yield=84%, purity=94%). [M+H]+=268.25 1H NMR (300 MHz, DMSO-d6) δ/ppm 7.33-7.38 (m, 1H), 7.43 (d, J=8.5 Hz, 2H), 7.99 (d, J=8.7 Hz, 2H), 8.26-8.33 (m, 1H), 8.57-8.62 (m, 1H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-832c8ea95a9441d59e86d96821e0b05f
Source noteuspto-grants-2014_01