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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921902Generated: October 30, 2026

Hydrochloric Acid → 6-(3,5-Difluoro-4-hydroxybenzyl)-8-[5-fluoro-2-(4'-trifluoromethylbiphenyl-4-ylmethoxy)phenyl]oct-7-enoic acid

https://huagongshe.com/reaction/1921902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 6-(3,5-difluoro-4-hydroxybenzyl)-8-[5-fluoro-2-(4'-trifluoromethylbiphenyl-4-ylmethoxy)-phenyl]oct-7-enoateHCID 76678032—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product6-(3,5-Difluoro-4-hydroxybenzyl)-8-[5-fluoro-2-(4'-trifluoromethylbiphenyl-4-ylmethoxy)phenyl]oct-7-enoic acidHCID 86636511—

Reaction Steps

400 mg (0.61 mmol) of ethyl 6-(3,5-difluoro-4-hydroxybenzyl)-8-[5-fluoro-2-(4′-trifluoromethylbiphenyl-4-ylmethoxy)phenyl]oct-7-enoate are stirred overnight at 50° C. with 73 mg (1.83 mmol) of sodium hydroxide in a mixture of 20 ml of THF and 10 ml of water. The cooled mixture is acidified with dilute hydrochloric acid and extracted with ethyl acetate, and the combined organic phases are dried over sodium sulfate and concentrated. 333 mg (86% of theory) of the title compound are obtained as E/Z mixture (2:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173704B2
Source datasetuspto-grants-2012_05
ORD IDord-d02fdcb40a924264b7e822a49d8ffcf3
Source noteuspto-grants-2012_05