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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913799Generated: October 31, 2026

4-Fluorophenol → Methyl 4-[(4E)-3-(4-cyanobenzyl)-5-{2-[4-(4-fluorophenoxy)butoxy]phenyl}pent-4-en-1-yl]benzoate

https://huagongshe.com/reaction/1913799

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-FluorophenolHCID 9732—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 4-[(4E)-5-[2-(4-bromobutoxy)phenyl]-3-(4-cyanobenzyl)pent-4-en-1-yl]benzoateHCID 59180489—
SolventAcetonitrileHCID 6342—
ProductMethyl 4-[(4E)-3-(4-cyanobenzyl)-5-{2-[4-(4-fluorophenoxy)butoxy]phenyl}pent-4-en-1-yl]benzoateHCID 59180544—

Reaction Steps

A solution of 392 mg (0.72 mmol) of methyl 4-[(4E)-5-[2-(4-bromobutoxy)phenyl]-3-(4-cyanobenzyl)pent-4-en-1-yl]benzoate in 10 ml of dry acetonitrile is mixed with 120 mg (1.08 mmol) of 4-fluorophenol and 148 mg (1.08 mmol) of anhydrous potassium carbonate and then heated under reflux for 12 h. The mixture is subsequently filtered, and the filtrate is evaporated to dryness. 445 mg (0.71 mmol, purity 93%, 99% of theory) of a yellowish oil are isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609727B2
Source datasetuspto-grants-2013_12
ORD IDord-c6cfb97521d044008c8c9efb3dc01588
Source noteuspto-grants-2013_12