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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 861014Generated: October 30, 2026

4-Methoxybenzaldehyde → HCID 69373820, compound

https://huagongshe.com/reaction/861014

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethoxybenzaldehydeHCID 31244—
Reactant2,5-DibromopyridineHCID 69353—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 69373820HCID 69373820—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 2,5-dibromopyridine (1.0 eq.) in Tol (0.1M) at −78° C. was added n-BuUi (1.05 eq.). The mixture was stirred for 2 h at −78° C. then 4-methoxy-benzaldehyde (1.1 eq.) was added. The final mixture was warmed 0° C., poured in saturated aqueous NH4Cl and extracted with Et2O (2×). The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated. Flash chromatography (Hex:EtOAc; 9:1 to 3:2) and stirring in Hex:Et2O afforded the title compound as a white solid after filtration.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07153968B2
Source datasetuspto-grants-2006_12
ORD IDord-36e3040362cd4139bde0282a1ddc46dd
Source noteuspto-grants-2006_12