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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109465Generated: October 31, 2026

Tetrabutylammonium Fluoride → 2-(4-Bromofuran-2-yl)pyridine

https://huagongshe.com/reaction/2109465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 69053979HCID 69053979—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Bromofuran-2-yl)pyridineHCID 5763424680.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

Tetra-n-butylammonium fluoride (1M in tetrahydrofuran, 25.1 mL, 25.11 mmol) was added to a solution of 3-bromo-5-(2-pyridyl)-3-(trimethylsilyl)furan (4.96 g, 16.74 mmol) in tetrahydrofuran (50 mL). The reaction mixture was heated at 70° C. (bath temperature) for six hours. The reaction mixture was evaporated, and the residue was purified by flash chromatography using hexane as the eluant to give the sub-title compound as a pale brown solid (3.02 g), m/z 224, 226 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514567B2
Source datasetuspto-grants-2009_04
ORD IDord-5659b7f3f12649d9bc3bd7bf643c97f9
Source noteuspto-grants-2009_04