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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916522Generated: November 1, 2026

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

https://huagongshe.com/reaction/1916522

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

Under a nitrogen atmosphere a solution of 12.8 g (44.5 mmol) 1-[2-(4-trimethylsilanylethynyl-phenoxy)-ethyl]-pyrrolidine in 200 mL THF is combined with 15.5 g (49.0 mmol) TBAF and stirred for 3 h at RT. The solvent is distilled off i.vac., the residue taken up in EtOAc, the organic phase is washed with saturated, aqueous NaCl solution and dried over Na2SO4. After the desiccant and solvent have been eliminated the product is further reacted without any purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618132B2
Source datasetuspto-grants-2013_12
ORD IDord-42de2b1666ee4ba2acf6aae17429d693
Source noteuspto-grants-2013_12