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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2286679Generated: October 27, 2026

Hydrochloric Acid → 4-[4-(4-Trifluoromethylphenoxy)phenoxy]-2-pentenoic acid

https://huagongshe.com/reaction/2286679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactantp-(4-(Trifluoromethyl)phenoxy)phenolHCID 170230—
Reactant3,4-Dibromopentanoic acidHCID 15089970—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product4-[4-(4-Trifluoromethylphenoxy)phenoxy]-2-pentenoic acidHCID 15779484.2%

Reaction Steps

In a reactor, 15 g of toluene and 15 g of water was charged in a reactor and then, 12.7 g (0.05 mole) of 4-(4-trifluoromethylphenoxy)phenol, 14.3 g (0.055 mole) of 3,4-dibromopentanoic acid, 16.6 g (0.12 mole) of potassium carbonate and 0.23 g (0.001 mole) of triethylbenzylammonium chloride were added. They were refluxed for 6 hours to react them and then, conc. hydrochloric acid was added to the reaction mixture with stirring to be acidic and then, the water phase was separated and the organic phase was washed with water and then, toluene and low boiling by-products were distilled off at 100° C. under a reduced pressure (0.02-0.05 mmHg) to obtain 14.8 g of 4-[4-(4-trifluoromethylphenoxy)phenoxy]-2-pentenoic acid (nD20 1.5284). The yield was 84.2%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04267317
Source datasetuspto-grants-1981_05
ORD IDord-d1e264ad0a604b07af5eb375d1ccca6f
Source noteuspto-grants-1981_05