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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228407Generated: October 27, 2026

4-Hydroxybenzaldehyde → 3-Chloro-4-(4-formylphenoxy)benzonitrile

https://huagongshe.com/reaction/228407

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantCesium carbonateHCID 10796—
ReactantDimethylacetamideHCID 31374—
Reactant3-Chloro-4-fluorobenzonitrileHCID 145525—
SolventWaterHCID 962—
Product3-Chloro-4-(4-formylphenoxy)benzonitrileHCID 5685142595%

Reaction Conditions

Temperature100 °C

Reaction Steps

Mix 4-hydroxy-benzaldehyde (0.86 g, 7.07 mmol), 3-chloro-4-fluoro-benzonitrile (1.00 g, 6.43 mmol), cesium carbonate (3.14 g, 9.64 mmol) and dimethylacetamide (30 mL) in a flask. Heat to 100° C. for 4 hrs. Let cool to room temperature (rt) and pour into water (200 mL). After trituration, filter the solid formed and dry on a vacuum pump to obtain the product (1.57 g, 95%). 1H NMR (DMSO-d6) 9.96 (s, 1H), 8.29 (d, J=1.8 Hz, 1H), 7.97 (d, J=8.6 Hz, 2H), 7.89 (dd, J=1.8 Hz, 8.6 Hz, 1H), 7.35 (d, J=8.6 Hz, 1H), 7.23 (d, J=8.6 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560463B2
Source datasetuspto-grants-2009_07
ORD IDord-eacaca4436724677969a8c65711b1ae4
Source noteuspto-grants-2009_07