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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 344021Generated: October 29, 2026

Tetrahydrofuran → (S)-3-(1H-Indol-3-ylmethyl)-1-(2-phenyl-ethyl)-piperazine

https://huagongshe.com/reaction/344021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
Reactant(S)-3-(1H-Indol-3-ylmethyl)-1-(2-phenyl-ethyl)-2-oxo-piperazineHCID 9905691—
SolventWaterHCID 962—
Product(S)-3-(1H-Indol-3-ylmethyl)-1-(2-phenyl-ethyl)-piperazineHCID 53963367—

Reaction Steps

Combine lithiium aluminumhydride (100 mmol) and tetrahydrofuran (75 ml). Add (S)-3-(1H-Indol-3-ylmethyl)-1-(2-phenyl-ethyl)-2-oxo-piperazine (25 mmol) portionwise. Heat to reflux. After 24 hours, cool to ambient temperature. Carefully add water (3.8 mL), 15% aqueous sodium hydroxide solution (3.8 mL), and water (10.5 mL). Stir vigourously for 1 hour. Filter, rinse the filter cake repeatedly with tetrahydrofuran. Concentrate the filtrate in vacuo to obtain a residue. Chromatograph the residue to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05864045
Source datasetuspto-grants-1999_01
ORD IDord-b173553cc52246178cdd6b8cc35a4b51
Source noteuspto-grants-1999_01