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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913803Generated: November 2, 2026

Hydrochloric Acid → 4-[(4E)-3-(4-Carboxybenzyl)-5-{2-[4-(4-fluorophenoxy)butoxy]phenyl}pent-4-en-1-yl]benzoic acid

https://huagongshe.com/reaction/1913803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-PropanolHCID 1031—
ReactantPotassium HydroxideHCID 14797—
ReactantMethyl 4-[(4E)-3-(4-cyanobenzyl)-5-{2-[4-(4-fluorophenoxy)butoxy]phenyl}pent-4-en-1-yl]benzoateHCID 59180544—
SolventWaterHCID 962—
Product4-[(4E)-3-(4-Carboxybenzyl)-5-{2-[4-(4-fluorophenoxy)butoxy]phenyl}pent-4-en-1-yl]benzoic acidHCID 59180491—

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of 460 mg (0.80 mmol) of methyl 4-[(4E)-3-(4-cyanobenzyl)-5-{2-[4-(4-fluorophenoxy)butoxy]phenyl}pent-4-en-1-yl]benzoate in 15 ml of 1-propanol and 2 ml of water is mixed with 1340 mg (23.89 mmol) of potassium hydroxide and stirred at 110° C. for 12 h. After cooling, the mixture is acidified with 1 M hydrochloric acid, and the crystals which have separated out are filtered off with suction, washed several times with water and dried. 325 mg (0.52 mmol, 65% of theory, purity 93%) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609727B2
Source datasetuspto-grants-2013_12
ORD IDord-d59c9dd5f65f42839eda4a23b2d36661
Source noteuspto-grants-2013_12