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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916756Generated: October 31, 2026

Tetrabutylammonium Fluoride → 1-[2-(4-Ethynyl-phenoxy)-ethyl]-pyrrolidine

https://huagongshe.com/reaction/1916756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant1-[2-(4-Trimethylsilanylethynyl-phenoxy)-ethyl]-pyrrolidineHCID 67363455—
SolventTetrahydrofuranHCID 8028—
Product1-[2-(4-Ethynyl-phenoxy)-ethyl]-pyrrolidineHCID 85969815—

Reaction Steps

A reaction mixture of 1.22 g (4.24 mmol) 1-[2-(4-trimethylsilanylethynyl-phenoxy)-ethyl]-pyrrolidine, 1.47 g (4.67 mmol) TBAF and 25 mL THF is stirred for 3 h at RT. Then the reaction mixture is evaporated down and the residue is combined with 20 mL saturated NaCl solution and 50 mL EtOAc. The organic phase is dried over Na2SO4. The purification is carried out by column chromatography on silica gel (EtOAc/MeOH/NH3 90:10:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618132B2
Source datasetuspto-grants-2013_12
ORD IDord-ce9ccea801b746c0aca766df5c6f330e
Source noteuspto-grants-2013_12