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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492344Generated: October 26, 2026

4-Hydroxybenzaldehyde → 2-Chloro-4-(4-formylphenoxy)benzonitrile

https://huagongshe.com/reaction/492344

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-4-fluorobenzonitrileHCID 109000—
SolventDimethylformamideHCID 6228—
Product2-Chloro-4-(4-formylphenoxy)benzonitrileHCID 59730014—

Reaction Steps

4-Hydroxy benzaldehyde (1 equiv), 2-chloro-4-fluorobenzonitrile (1 equiv) and K2CO3 (2.5 equiv) in anhydrous DMF (0.2 M) were heated at 110° C. under nitrogen during 1 hour (the reaction can be monitored by tlc). After cooling down to room temperature, the reaction mixture was poured into water and extracted with ethyl acetate (3×50 mL). The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum (toluene was added to aid DMF evaporation). The crude mixture was purified by flash chromatography using hexanes/ethyl acetate (4:1) as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531557B2
Source datasetuspto-grants-2009_05
ORD IDord-746ffa2ba67c4df38c79e87d8d9cf78e
Source noteuspto-grants-2009_05