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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749837Generated: November 2, 2026

Hydrochloric Acid → (1H-indol-3-yl)methylene-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one

https://huagongshe.com/reaction/1749837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylateHCID 60155877—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product(1H-indol-3-yl)methylene-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-oneHCID 7127875395%

Reaction Steps

A solution of tert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.0305 g, 0.0664 mmol) in methylene chloride (2 mL) was added with a 4 M solution of hydrogen chloride in 1,4-dioxane (2 mL), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated, the resulting residue was added with saturated aqueous sodium hydrogencarbonate, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated to obtain (Z)-2-[(1H-indol-3-yl)methylene-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one (0.0220 g, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-75560f0d0d0c409490d4874d28efa8b9
Source noteuspto-grants-2015_10