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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1629718Generated: November 4, 2026

Water → 4-(ALLYLOXY)BENZONITRILE

https://huagongshe.com/reaction/1629718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAllyl bromideHCID 7841—
ReactantCesium carbonateHCID 10796—
Reactant4-CyanophenolHCID 13019—
SolventDimethylformamideHCID 6228—
Product4-(ALLYLOXY)BENZONITRILEHCID 257949—

Reaction Steps

To a solution of 4-hydroxybenzonitrile (20.7 g, 169 mmol) and allyl bromide (27.1 g, 220 mmol) in DMF (620 mL) was added Cs2CO3 (66.7 g, 203 mmol) and water (0.67 mL). The resulting mixture was stirred at room temperature overnight and concentrated. The residue was partitioned between water and EtOAc and the aqueous layer was further extracted with EtOAc. The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated to give INT 24 which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791100B2
Source datasetuspto-grants-2014_07
ORD IDord-2ab18214185f4667b7b9595d7b671bf3
Source noteuspto-grants-2014_07