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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672666Generated: November 1, 2026

Potassium Carbonate → Methyl E-4-{3-(4-cyanobenzyl)-5-[2-(4'-trifluoromethylbiphenyl-4-ylmethoxy)phenyl]pent-4-enyl}benzoate

https://huagongshe.com/reaction/1672666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(4-Trifluoromethylphenyl)benzylchlorideHCID 11459921—
Reactantmethyl E-4-[3-(4-cyanobenzyl)-5-(2-hydroxyphenyl)pent-4-enyl]benzoateHCID 57831354—
SolventAcetonitrileHCID 6342—
ProductMethyl E-4-{3-(4-cyanobenzyl)-5-[2-(4'-trifluoromethylbiphenyl-4-ylmethoxy)phenyl]pent-4-enyl}benzoateHCID 5783139890%

Reaction Steps

A solution of 1150 mg (2.79 mmol) of methyl E-4-[3-(4-cyanobenzyl)-5-(2-hydroxyphenyl)pent-4-enyl]benzoate from Example 75A in 50 ml of dry acetonitrile is mixed with 908 mg (3.35 mmol) of 4-chloromethyl-4′-trifluoromethylbiphenyl from Example 23A and 579 mg (4.19 mmol) of anhydrous potassium-carbonate and heated to reflux for 12 hours. The mixture is then concentrated to dryness. The residue is taken up in ethyl acetate, washed with water and saturated sodium chloride solution and dried over sodium sulfate. The organic phase is concentrated. The resulting crude product is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 7:3). 1620 mg (2.51 mmol, 90% yield) of a solid are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998988B2
Source datasetuspto-grants-2011_08
ORD IDord-ec079f008ae24057bcdda73e7c1cb1bf
Source noteuspto-grants-2011_08