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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935889Generated: October 31, 2026

Ethanol → 4-[4-(1-Isopropoxycyclopropyl)-3-ethyl-phenylethynyl]-benzoic acid

https://huagongshe.com/reaction/1935889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
ReactantAcetonitrile--water (1/1)HCID 18373917—
ReactantMethyl{4-[4-(1-isopropoxycyclopropyl)-3-ethyl-phenylethynyl]-phenyl}-acetateHCID 86585928—
SolventTetrahydrofuranHCID 8028—
Product4-[4-(1-Isopropoxycyclopropyl)-3-ethyl-phenylethynyl]-benzoic acidHCID 2256897157%

Reaction Steps

Using General Procedure I; a solution of methyl {4-[4-(1-isopropoxycyclopropyl)-3-ethyl-phenylethynyl]-phenyl}-acetate (Compound 96, 156.0 mg, 0.41 mmol) in ethanol (3 mL) and tetrahydrofuran (3 mL) was treated with NaOH (120.0 mg, 3.0 mmols, 3.0 mL of a 1N aqueous solution) and stirred overnight at room temperature. Work-up and isolation by HPLC (partisil 10-pac, 10% H2O/CH3CN) afforded 85.0 mg (57%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06387892B1
Source datasetuspto-grants-2002_05
ORD IDord-0e187dccde82452c921451c65098f6ef
Source noteuspto-grants-2002_05