Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1166086Generated: October 29, 2026

4-Hydroxybenzaldehyde → 4-(Pyrimidin-2-yloxy)benzaldehyde

https://huagongshe.com/reaction/1166086

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantSodium hydrideHCID 24758—
Reactant2-ChloropyrimidineHCID 74404—
SolventDimethylformamideHCID 6228—
Product4-(Pyrimidin-2-yloxy)benzaldehydeHCID 276356286.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

Sodium hydride (60% in oil, 1.44 g, 36.00 mmol) was added to a 0° C. solution of 4-hydroxybenzaldehyde (4.40 g, 36.03 mmol) in DMF (16 mL). After stirring for 20 min at 0° C., the mixture was allowed to warm to RT and a solution of 2-chloropyrimidine (4.12 g, 35.97 mmol) in DMF (8 mL) was added. The resulting mixture was heated to 100° C. for 18 h. The solvent was evaporated, the residue was dissolved in ethyl acetate, washed with water and brine, dried (MgSO4), and concentrated to provide 6.20 g (86%) of the title compound. MS 201 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06613747B2
Source datasetuspto-grants-2003_09
ORD IDord-67c6ca92e59345f4abbebc4267ff9c53
Source noteuspto-grants-2003_09