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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398532Generated: October 29, 2026

Tetrabutylammonium Fluoride → 2-Ethynylbicyclo(2.2.1)heptan-2-ol

https://huagongshe.com/reaction/1398532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant2-((Trimethylsilyl)ethynyl)bicyclo[2.2.1]heptan-2-olHCID 70074612—
SolventTetrahydrofuranHCID 8028—
Product2-Ethynylbicyclo(2.2.1)heptan-2-olHCID 14309813—

Reaction Steps

2-((trimethylsilyl)ethynyl)bicyclo[2.2.1]heptan-2-ol (700 mg, 5.1 mmol) was dissolved in THF (25 mL) and treated with TBAF (2.7 g, 10.2 mmol) at 0° C. for 30 min. Purification by gel chromatography afforded the title compound; 1H NMR (400 MHz, DMSO) delta 1.15-1.44 (m, 4H), 1.64-1.67 (m, 1H), 1.88-1.93 (m, 2H), 2.07-2.22 (m, 3H), 3.25 (s, 1H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901313B2
Source datasetuspto-grants-2014_12
ORD IDord-0279d084c2aa49e9809c98ecef08f078
Source noteuspto-grants-2014_12